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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-15 18:25:05 UTC

Update Date

2021-09-14 15:48:15 UTC

HMDB ID

HMDB0060639

Secondary Accession Numbers

HMDB60639

Metabolite Identification

Common Name

Gemcitabine diphosphate

Description

Gemcitabine diphosphate belongs to the class of organic compounds known as organic pyrophosphates. These are organic compounds containing the pyrophosphate oxoanion, with the structure OP([O-])(=O)OP(O)([O-])=O. Gemcitabine diphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Within humans, gemcitabine diphosphate participates in a number of enzymatic reactions. In particular, gemcitabine diphosphate can be biosynthesized from gemcitabine monophosphate; which is mediated by the enzyme UMP-CMP kinase. In addition, gemcitabine diphosphate can be converted into gemcitabine triphosphate; which is catalyzed by the enzyme nucleoside diphosphate kinase a. In humans, gemcitabine diphosphate is involved in gemcitabine metabolism pathway. Gemcitabine diphosphate is a metabolite of gemcitabine. Gemcitabine is a nucleoside analog used as chemotherapy. It is marketed as Gemzar by Eli Lilly and Company.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 06151311252D          

 26 27  0  0  1  0            999 V2000
    4.5204    4.0009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7358    3.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5642    2.9390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796    2.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6081    1.8771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665    3.2361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3381    4.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1227    4.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    2.9812    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1270    2.1965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.1965    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1830    1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526    0.7754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323    0.1080    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9998    0.5929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3351   -0.3769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8172   -0.5595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4817   -1.3131    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1461   -2.0668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2354   -1.6487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2720   -0.9776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470    2.9812    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7376    3.2361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3095    4.1848    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.1195    4.1848    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  9  6  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  2  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END

HMDB0060639
     RDKit          3D
Gemcitabine diphosphate
 39 40  0  0  0  0  0  0  0  0999 V2000
   -6.2476    1.7228    0.5537 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1383    0.8497    0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9305    1.0899    0.9989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8710    0.2267    0.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0371   -0.8422   -0.0250 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9183   -1.7652   -0.2474 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9372   -1.5433    0.6759 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356   -1.2300    0.0445 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1670   -0.3964    0.8847 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3078   -0.1526    0.1303 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4349    0.7859    0.9857 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.6875    1.5861    2.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5689   -0.1895    1.7585 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1972    1.8467   -0.0796 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8275    1.4902   -0.2684 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.3473    2.2254   -1.4910 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7437    2.0459    1.0585 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1148   -0.1468   -0.4993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2177   -0.4883   -1.1989 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7563   -0.4014   -2.1632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3628   -1.4232   -1.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8034   -2.5562   -2.1495 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2635   -0.8083   -2.4224 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2156   -1.0629   -0.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2982   -2.0749   -1.3843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2731   -0.2317   -0.4548 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2076    1.3345    0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1564    2.7617    0.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8598    1.9577    1.6408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9126    0.3968    1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3564   -2.7762   -0.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7113   -2.1771   -0.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4677   -1.0213    1.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6280    0.5063    1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966   -1.1396    1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0017    1.2976    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3307   -0.6554   -0.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6204    0.4967   -0.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6032    0.4622   -2.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
  8 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
  5 24  1  0
 24 25  2  0
 24 26  1  0
 26  2  2  0
 21  6  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  6 31  1  6
  8 32  1  6
  9 33  1  0
  9 34  1  0
 13 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  1
 20 39  1  0
M  END


  Mrv0541 06151311252D          

 26 27  0  0  1  0            999 V2000
    4.5204    4.0009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7358    3.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5642    2.9390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796    2.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6081    1.8771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665    3.2361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3381    4.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1227    4.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    2.9812    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1270    2.1965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.1965    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1830    1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526    0.7754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323    0.1080    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9998    0.5929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3351   -0.3769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8172   -0.5595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4817   -1.3131    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1461   -2.0668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2354   -1.6487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2720   -0.9776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470    2.9812    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7376    3.2361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3095    4.1848    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.1195    4.1848    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  9  6  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  2  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060639

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)C1(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C9H13F2N3O10P2/c10-9(11)6(15)4(3-22-26(20,21)24-25(17,18)19)23-7(9)14-2-1-5(12)13-8(14)16/h1-2,4,6-7,15H,3H2,(H,20,21)(H2,12,13,16)(H2,17,18,19)/t4-,6-,7-/m1/s1

> <INCHI_KEY>
FRQISCZGNNXEMD-QPPQHZFASA-N

> <FORMULA>
C9H13F2N3O10P2

> <MOLECULAR_WEIGHT>
423.158

> <EXACT_MASS>
423.004423085

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
30.8661325345754

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[({[(2R,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-4,4-difluoro-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid

> <ALOGPS_LOGP>
-0.13

> <JCHEM_LOGP>
-2.011904138333333

> <ALOGPS_LOGS>
-1.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.2104453104865414

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7732109455640197

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6820050218158354

> <JCHEM_POLAR_SURFACE_AREA>
201.44

> <JCHEM_REFRACTIVITY>
74.9961

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-4,4-difluoro-3-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060639
     RDKit          3D
Gemcitabine diphosphate
 39 40  0  0  0  0  0  0  0  0999 V2000
   -6.2476    1.7228    0.5537 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1383    0.8497    0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9305    1.0899    0.9989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8710    0.2267    0.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0371   -0.8422   -0.0250 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9183   -1.7652   -0.2474 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9372   -1.5433    0.6759 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356   -1.2300    0.0445 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1670   -0.3964    0.8847 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3078   -0.1526    0.1303 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4349    0.7859    0.9857 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.6875    1.5861    2.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5689   -0.1895    1.7585 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1972    1.8467   -0.0796 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8275    1.4902   -0.2684 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.3473    2.2254   -1.4910 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7437    2.0459    1.0585 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1148   -0.1468   -0.4993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2177   -0.4883   -1.1989 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7563   -0.4014   -2.1632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3628   -1.4232   -1.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8034   -2.5562   -2.1495 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2635   -0.8083   -2.4224 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2156   -1.0629   -0.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2982   -2.0749   -1.3843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2731   -0.2317   -0.4548 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2076    1.3345    0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1564    2.7617    0.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8598    1.9577    1.6408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9126    0.3968    1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3564   -2.7762   -0.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7113   -2.1771   -0.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4677   -1.0213    1.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6280    0.5063    1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966   -1.1396    1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0017    1.2976    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3307   -0.6554   -0.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6204    0.4967   -0.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6032    0.4622   -2.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
  8 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
  5 24  1  0
 24 25  2  0
 24 26  1  0
 26  2  2  0
 21  6  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  6 31  1  6
  8 32  1  6
  9 33  1  0
  9 34  1  0
 13 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  1
 20 39  1  0
M  END

HEADER    PROTEIN                                 15-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JUN-13         0                                  
HETATM    1  N   UNK     0       8.438   7.468   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       6.973   6.993   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       6.653   5.486   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       5.189   5.010   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.868   3.504   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       4.044   6.041   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       4.364   7.547   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.829   8.023   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.580   5.565   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.104   4.100   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.564   4.100   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.342   2.854   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.285   1.447   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0      -0.620   0.202   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0      -1.866   1.107   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.626  -0.704   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.525  -1.044   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0      -0.899  -2.451   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0      -0.273  -3.858   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -2.306  -3.078   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.508  -1.825   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.088   5.565   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.377   6.041   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.334   6.470   0.000  0.00  0.00           C+0
HETATM   25  F   UNK     0       0.578   7.812   0.000  0.00  0.00           F+0
HETATM   26  F   UNK     0       2.090   7.812   0.000  0.00  0.00           F+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    2                                                       
CONECT    9    6   10   24                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
CONECT   22   11   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22    9   25   26                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    HMDB0060639
HETATM    1  N1  UNL     1      -6.248   1.723   0.554  1.00  0.00           N  
HETATM    2  C1  UNL     1      -5.138   0.850   0.363  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.931   1.090   0.999  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.871   0.227   0.796  1.00  0.00           C  
HETATM    5  N2  UNL     1      -3.037  -0.842  -0.025  1.00  0.00           N  
HETATM    6  C4  UNL     1      -1.918  -1.765  -0.247  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.937  -1.543   0.676  1.00  0.00           O  
HETATM    8  C5  UNL     1       0.236  -1.230   0.044  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.167  -0.396   0.885  1.00  0.00           C  
HETATM   10  O2  UNL     1       2.308  -0.153   0.130  1.00  0.00           O  
HETATM   11  P1  UNL     1       3.435   0.786   0.986  1.00  0.00           P  
HETATM   12  O3  UNL     1       2.688   1.586   2.048  1.00  0.00           O  
HETATM   13  O4  UNL     1       4.569  -0.189   1.758  1.00  0.00           O  
HETATM   14  O5  UNL     1       4.197   1.847  -0.080  1.00  0.00           O  
HETATM   15  P2  UNL     1       5.828   1.490  -0.268  1.00  0.00           P  
HETATM   16  O6  UNL     1       6.347   2.225  -1.491  1.00  0.00           O  
HETATM   17  O7  UNL     1       6.744   2.046   1.058  1.00  0.00           O  
HETATM   18  O8  UNL     1       6.115  -0.147  -0.499  1.00  0.00           O  
HETATM   19  C7  UNL     1      -0.218  -0.488  -1.199  1.00  0.00           C  
HETATM   20  O9  UNL     1       0.756  -0.401  -2.163  1.00  0.00           O  
HETATM   21  C8  UNL     1      -1.363  -1.423  -1.615  1.00  0.00           C  
HETATM   22  F1  UNL     1      -0.803  -2.556  -2.150  1.00  0.00           F  
HETATM   23  F2  UNL     1      -2.264  -0.808  -2.422  1.00  0.00           F  
HETATM   24  C9  UNL     1      -4.216  -1.063  -0.636  1.00  0.00           C  
HETATM   25  O10 UNL     1      -4.298  -2.075  -1.384  1.00  0.00           O  
HETATM   26  N3  UNL     1      -5.273  -0.232  -0.455  1.00  0.00           N  
HETATM   27  H1  UNL     1      -7.208   1.334   0.683  1.00  0.00           H  
HETATM   28  H2  UNL     1      -6.156   2.762   0.572  1.00  0.00           H  
HETATM   29  H3  UNL     1      -3.860   1.958   1.641  1.00  0.00           H  
HETATM   30  H4  UNL     1      -1.913   0.397   1.286  1.00  0.00           H  
HETATM   31  H5  UNL     1      -2.356  -2.776  -0.221  1.00  0.00           H  
HETATM   32  H6  UNL     1       0.711  -2.177  -0.312  1.00  0.00           H  
HETATM   33  H7  UNL     1       1.468  -1.021   1.751  1.00  0.00           H  
HETATM   34  H8  UNL     1       0.628   0.506   1.187  1.00  0.00           H  
HETATM   35  H9  UNL     1       4.497  -1.140   1.486  1.00  0.00           H  
HETATM   36  H10 UNL     1       7.002   1.298   1.646  1.00  0.00           H  
HETATM   37  H11 UNL     1       5.331  -0.655  -0.762  1.00  0.00           H  
HETATM   38  H12 UNL     1      -0.620   0.497  -0.879  1.00  0.00           H  
HETATM   39  H13 UNL     1       0.603   0.462  -2.657  1.00  0.00           H  
CONECT    1    2   27   28
CONECT    2    3   26   26
CONECT    3    4    4   29
CONECT    4    5   30
CONECT    5    6   24
CONECT    6    7   21   31
CONECT    7    8
CONECT    8    9   19   32
CONECT    9   10   33   34
CONECT   10   11
CONECT   11   12   12   13   14
CONECT   13   35
CONECT   14   15
CONECT   15   16   16   17   18
CONECT   17   36
CONECT   18   37
CONECT   19   20   21   38
CONECT   20   39
CONECT   21   22   23
CONECT   24   25   25   26
END

HMDB0060639
     RDKit          3D
Gemcitabine diphosphate
 39 40  0  0  0  0  0  0  0  0999 V2000
   -6.2476    1.7228    0.5537 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1383    0.8497    0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9305    1.0899    0.9989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8710    0.2267    0.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0371   -0.8422   -0.0250 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9183   -1.7652   -0.2474 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9372   -1.5433    0.6759 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356   -1.2300    0.0445 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1670   -0.3964    0.8847 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3078   -0.1526    0.1303 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4349    0.7859    0.9857 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.6875    1.5861    2.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5689   -0.1895    1.7585 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1972    1.8467   -0.0796 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8275    1.4902   -0.2684 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.3473    2.2254   -1.4910 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7437    2.0459    1.0585 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1148   -0.1468   -0.4993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2177   -0.4883   -1.1989 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7563   -0.4014   -2.1632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3628   -1.4232   -1.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8034   -2.5562   -2.1495 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2635   -0.8083   -2.4224 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2156   -1.0629   -0.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2982   -2.0749   -1.3843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2731   -0.2317   -0.4548 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2076    1.3345    0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1564    2.7617    0.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8598    1.9577    1.6408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9126    0.3968    1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3564   -2.7762   -0.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7113   -2.1771   -0.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4677   -1.0213    1.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6280    0.5063    1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966   -1.1396    1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0017    1.2976    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3307   -0.6554   -0.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6204    0.4967   -0.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6032    0.4622   -2.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
  8 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
  5 24  1  0
 24 25  2  0
 24 26  1  0
 26  2  2  0
 21  6  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  6 31  1  6
  8 32  1  6
  9 33  1  0
  9 34  1  0
 13 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  1
 20 39  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Gemcitabine diphosphoric acid	Generator

Chemical Formula

C₉H₁₃F₂N₃O₁₀P₂

Average Molecular Weight

423.158

Monoisotopic Molecular Weight

423.004423085

IUPAC Name

[({[(2R,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-4,4-difluoro-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid

Traditional Name

{[(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-4,4-difluoro-3-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)C1(F)F

InChI Identifier

InChI=1S/C9H13F2N3O10P2/c10-9(11)6(15)4(3-22-26(20,21)24-25(17,18)19)23-7(9)14-2-1-5(12)13-8(14)16/h1-2,4,6-7,15H,3H2,(H,20,21)(H2,12,13,16)(H2,17,18,19)/t4-,6-,7-/m1/s1

InChI Key

FRQISCZGNNXEMD-QPPQHZFASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as organic pyrophosphates. These are organic compounds containing the pyrophosphate oxoanion, with the structure OP([O-])(=O)OP(O)([O-])=O.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organic oxoanionic compounds

Sub Class

Organic pyrophosphates

Direct Parent

Organic pyrophosphates

Alternative Parents

Substituents

Organic pyrophosphate
Aminopyrimidine
Monoalkyl phosphate
Pyrimidone
Hydropyrimidine
Organic phosphoric acid derivative
Phosphoric acid ester
Imidolactam
Alkyl phosphate
Pyrimidine
Heteroaromatic compound
Tetrahydrofuran
Fluorohydrin
Halohydrin
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organofluoride
Alkyl fluoride
Alcohol
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Amine
Organooxygen compound
Alkyl halide
Primary amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060639)

Organ

Kidney (HMDB: HMDB0060639)
Liver (HMDB: HMDB0060639)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060639)

Cellular substructure

Cytoplasm (HMDB: HMDB0060639)

Source

Endogenous

Endogenous (HMDB: HMDB0060639)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Gemcitabine Action Pathway (PathBank: SMP0000446)

Metabolic pathway

Gemcitabine Metabolism Pathway (PathBank: SMP0000603)

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	14.1 g/L	ALOGPS
logP	-0.13	ALOGPS
logP	-2	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	1.77	ChemAxon
pKa (Strongest Basic)	-0.68	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	201.44 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	75 m³·mol⁻¹	ChemAxon
Polarizability	30.87 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	173.783	30932474
DeepCCS	[M-H]-	171.387	30932474
DeepCCS	[M-2H]-	205.505	30932474
DeepCCS	[M+Na]+	181.071	30932474
AllCCS	[M+H]+	184.6	32859911
AllCCS	[M+H-H2O]+	182.1	32859911
AllCCS	[M+NH4]+	186.8	32859911
AllCCS	[M+Na]+	187.4	32859911
AllCCS	[M-H]-	176.1	32859911
AllCCS	[M+Na-2H]-	176.1	32859911
AllCCS	[M+HCOO]-	176.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.43 minutes	32390414
Predicted by Siyang on May 30, 2022	9.639 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.52 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	420.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	242.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	44.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	53.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	312.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	290.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	856.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	577.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	65.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	581.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	166.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	239.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	825.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	455.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	481.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gemcitabine diphosphate	NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)C1(F)F	3932.6	Standard polar	33892256
Gemcitabine diphosphate	NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)C1(F)F	2497.0	Standard non polar	33892256
Gemcitabine diphosphate	NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)C1(F)F	3441.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gemcitabine diphosphate,1TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	3075.5	Semi standard non polar	33892256
Gemcitabine diphosphate,1TMS,isomer #2	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O)OP(=O)(O)O	3095.8	Semi standard non polar	33892256
Gemcitabine diphosphate,1TMS,isomer #3	C[Si](C)(C)OP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O	3093.2	Semi standard non polar	33892256
Gemcitabine diphosphate,1TMS,isomer #4	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)C2(F)F)C=C1	3088.9	Semi standard non polar	33892256
Gemcitabine diphosphate,2TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	3026.4	Semi standard non polar	33892256
Gemcitabine diphosphate,2TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	2906.3	Standard non polar	33892256
Gemcitabine diphosphate,2TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	4579.3	Standard polar	33892256
Gemcitabine diphosphate,2TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	3021.6	Semi standard non polar	33892256
Gemcitabine diphosphate,2TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	2893.4	Standard non polar	33892256
Gemcitabine diphosphate,2TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	4589.8	Standard polar	33892256
Gemcitabine diphosphate,2TMS,isomer #3	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	3036.4	Semi standard non polar	33892256
Gemcitabine diphosphate,2TMS,isomer #3	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	2944.3	Standard non polar	33892256
Gemcitabine diphosphate,2TMS,isomer #3	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	4647.3	Standard polar	33892256
Gemcitabine diphosphate,2TMS,isomer #4	C[Si](C)(C)OP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O)O[Si](C)(C)C	3029.7	Semi standard non polar	33892256
Gemcitabine diphosphate,2TMS,isomer #4	C[Si](C)(C)OP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O)O[Si](C)(C)C	2990.1	Standard non polar	33892256
Gemcitabine diphosphate,2TMS,isomer #4	C[Si](C)(C)OP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O)O[Si](C)(C)C	4462.2	Standard polar	33892256
Gemcitabine diphosphate,2TMS,isomer #5	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O)[C@@H](O)C2(F)F)C=C1	3063.8	Semi standard non polar	33892256
Gemcitabine diphosphate,2TMS,isomer #5	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O)[C@@H](O)C2(F)F)C=C1	3054.4	Standard non polar	33892256
Gemcitabine diphosphate,2TMS,isomer #5	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O)[C@@H](O)C2(F)F)C=C1	4451.8	Standard polar	33892256
Gemcitabine diphosphate,2TMS,isomer #6	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O	3037.8	Semi standard non polar	33892256
Gemcitabine diphosphate,2TMS,isomer #6	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O	2983.3	Standard non polar	33892256
Gemcitabine diphosphate,2TMS,isomer #6	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O	4508.2	Standard polar	33892256
Gemcitabine diphosphate,2TMS,isomer #7	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C)[C@@H](O)C2(F)F)C=C1	3075.9	Semi standard non polar	33892256
Gemcitabine diphosphate,2TMS,isomer #7	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C)[C@@H](O)C2(F)F)C=C1	3041.6	Standard non polar	33892256
Gemcitabine diphosphate,2TMS,isomer #7	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C)[C@@H](O)C2(F)F)C=C1	4498.3	Standard polar	33892256
Gemcitabine diphosphate,2TMS,isomer #8	C[Si](C)(C)N(C1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)C2(F)F)C=C1)[Si](C)(C)C	3052.4	Semi standard non polar	33892256
Gemcitabine diphosphate,2TMS,isomer #8	C[Si](C)(C)N(C1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)C2(F)F)C=C1)[Si](C)(C)C	3071.5	Standard non polar	33892256
Gemcitabine diphosphate,2TMS,isomer #8	C[Si](C)(C)N(C1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)C2(F)F)C=C1)[Si](C)(C)C	4650.2	Standard polar	33892256
Gemcitabine diphosphate,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	2987.5	Semi standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	2926.3	Standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	4254.1	Standard polar	33892256
Gemcitabine diphosphate,3TMS,isomer #10	C[Si](C)(C)OP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(F)(F)[C@@H]1O	3061.7	Semi standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #10	C[Si](C)(C)OP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(F)(F)[C@@H]1O	3123.6	Standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #10	C[Si](C)(C)OP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(F)(F)[C@@H]1O	4209.5	Standard polar	33892256
Gemcitabine diphosphate,3TMS,isomer #2	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	3040.5	Semi standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #2	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	3000.3	Standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #2	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	4174.8	Standard polar	33892256
Gemcitabine diphosphate,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	2996.2	Semi standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	2919.4	Standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	4274.1	Standard polar	33892256
Gemcitabine diphosphate,3TMS,isomer #4	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	3053.7	Semi standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #4	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	2981.0	Standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #4	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	4232.8	Standard polar	33892256
Gemcitabine diphosphate,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	3013.5	Semi standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	3033.5	Standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	4310.2	Standard polar	33892256
Gemcitabine diphosphate,3TMS,isomer #6	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3008.0	Semi standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #6	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2995.4	Standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #6	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	4149.7	Standard polar	33892256
Gemcitabine diphosphate,3TMS,isomer #7	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)[C@@H](O)C2(F)F)C=C1	3085.8	Semi standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #7	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)[C@@H](O)C2(F)F)C=C1	3081.9	Standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #7	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)[C@@H](O)C2(F)F)C=C1	4080.2	Standard polar	33892256
Gemcitabine diphosphate,3TMS,isomer #8	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(F)(F)[C@@H]1O)OP(=O)(O)O	3047.9	Semi standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #8	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(F)(F)[C@@H]1O)OP(=O)(O)O	3137.0	Standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #8	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(F)(F)[C@@H]1O)OP(=O)(O)O	4155.0	Standard polar	33892256
Gemcitabine diphosphate,3TMS,isomer #9	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C2(F)F)C=C1	3084.2	Semi standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #9	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C2(F)F)C=C1	3080.8	Standard non polar	33892256
Gemcitabine diphosphate,3TMS,isomer #9	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C2(F)F)C=C1	4075.3	Standard polar	33892256
Gemcitabine diphosphate,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	2981.7	Semi standard non polar	33892256
Gemcitabine diphosphate,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	2892.2	Standard non polar	33892256
Gemcitabine diphosphate,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	3954.5	Standard polar	33892256
Gemcitabine diphosphate,4TMS,isomer #2	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	3069.7	Semi standard non polar	33892256
Gemcitabine diphosphate,4TMS,isomer #2	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	2984.5	Standard non polar	33892256
Gemcitabine diphosphate,4TMS,isomer #2	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	3813.2	Standard polar	33892256
Gemcitabine diphosphate,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	3045.5	Semi standard non polar	33892256
Gemcitabine diphosphate,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	3048.1	Standard non polar	33892256
Gemcitabine diphosphate,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	3883.8	Standard polar	33892256
Gemcitabine diphosphate,4TMS,isomer #4	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	3066.9	Semi standard non polar	33892256
Gemcitabine diphosphate,4TMS,isomer #4	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	2979.3	Standard non polar	33892256
Gemcitabine diphosphate,4TMS,isomer #4	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	3802.5	Standard polar	33892256
Gemcitabine diphosphate,4TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	3046.4	Semi standard non polar	33892256
Gemcitabine diphosphate,4TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	3033.9	Standard non polar	33892256
Gemcitabine diphosphate,4TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	3954.4	Standard polar	33892256
Gemcitabine diphosphate,4TMS,isomer #6	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C2(F)F)C=C1	3093.3	Semi standard non polar	33892256
Gemcitabine diphosphate,4TMS,isomer #6	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C2(F)F)C=C1	3051.0	Standard non polar	33892256
Gemcitabine diphosphate,4TMS,isomer #6	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C2(F)F)C=C1	3670.4	Standard polar	33892256
Gemcitabine diphosphate,4TMS,isomer #7	C[Si](C)(C)OP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(F)(F)[C@@H]1O)O[Si](C)(C)C	3081.5	Semi standard non polar	33892256
Gemcitabine diphosphate,4TMS,isomer #7	C[Si](C)(C)OP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(F)(F)[C@@H]1O)O[Si](C)(C)C	3114.9	Standard non polar	33892256
Gemcitabine diphosphate,4TMS,isomer #7	C[Si](C)(C)OP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(F)(F)[C@@H]1O)O[Si](C)(C)C	3809.5	Standard polar	33892256
Gemcitabine diphosphate,4TMS,isomer #8	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(F)(F)[C@@H]1O	3078.5	Semi standard non polar	33892256
Gemcitabine diphosphate,4TMS,isomer #8	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(F)(F)[C@@H]1O	3115.0	Standard non polar	33892256
Gemcitabine diphosphate,4TMS,isomer #8	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(F)(F)[C@@H]1O	3791.9	Standard polar	33892256
Gemcitabine diphosphate,5TMS,isomer #1	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	3070.7	Semi standard non polar	33892256
Gemcitabine diphosphate,5TMS,isomer #1	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	2955.7	Standard non polar	33892256
Gemcitabine diphosphate,5TMS,isomer #1	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C2(F)F)C=C1	3450.5	Standard polar	33892256
Gemcitabine diphosphate,5TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	3083.6	Semi standard non polar	33892256
Gemcitabine diphosphate,5TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	3007.3	Standard non polar	33892256
Gemcitabine diphosphate,5TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	3575.9	Standard polar	33892256
Gemcitabine diphosphate,5TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	3079.6	Semi standard non polar	33892256
Gemcitabine diphosphate,5TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	3006.3	Standard non polar	33892256
Gemcitabine diphosphate,5TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	3561.2	Standard polar	33892256
Gemcitabine diphosphate,5TMS,isomer #4	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(F)(F)[C@@H]1O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3112.8	Semi standard non polar	33892256
Gemcitabine diphosphate,5TMS,isomer #4	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(F)(F)[C@@H]1O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3057.3	Standard non polar	33892256
Gemcitabine diphosphate,5TMS,isomer #4	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(F)(F)[C@@H]1O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3441.1	Standard polar	33892256
Gemcitabine diphosphate,6TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	3118.9	Semi standard non polar	33892256
Gemcitabine diphosphate,6TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	2970.1	Standard non polar	33892256
Gemcitabine diphosphate,6TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C1(F)F	3275.8	Standard polar	33892256
Gemcitabine diphosphate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	3288.8	Semi standard non polar	33892256
Gemcitabine diphosphate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O)OP(=O)(O)O	3304.9	Semi standard non polar	33892256
Gemcitabine diphosphate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O	3301.4	Semi standard non polar	33892256
Gemcitabine diphosphate,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)C2(F)F)C=C1	3361.2	Semi standard non polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	3456.3	Semi standard non polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	3267.1	Standard non polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	4692.7	Standard polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	3446.5	Semi standard non polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	3267.2	Standard non polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	4701.6	Standard polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C2(F)F)C=C1	3509.0	Semi standard non polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C2(F)F)C=C1	3333.4	Standard non polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C2(F)F)C=C1	4704.6	Standard polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3452.3	Semi standard non polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3352.1	Standard non polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O)O[Si](C)(C)C(C)(C)C	4576.5	Standard polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)[C@@H](O)C2(F)F)C=C1	3540.3	Semi standard non polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)[C@@H](O)C2(F)F)C=C1	3418.2	Standard non polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)[C@@H](O)C2(F)F)C=C1	4576.4	Standard polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O	3450.1	Semi standard non polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O	3319.1	Standard non polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O	4619.3	Standard polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C2(F)F)C=C1	3548.8	Semi standard non polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C2(F)F)C=C1	3419.9	Standard non polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C2(F)F)C=C1	4614.9	Standard polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N(C1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)C2(F)F)C=C1)[Si](C)(C)C(C)(C)C	3487.0	Semi standard non polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N(C1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)C2(F)F)C=C1)[Si](C)(C)C(C)(C)C	3423.7	Standard non polar	33892256
Gemcitabine diphosphate,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N(C1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)C2(F)F)C=C1)[Si](C)(C)C(C)(C)C	4687.6	Standard polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	3621.6	Semi standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	3401.9	Standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	4386.2	Standard polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(F)(F)[C@@H]1O	3664.1	Semi standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(F)(F)[C@@H]1O	3632.7	Standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(F)(F)[C@@H]1O	4348.2	Standard polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C2(F)F)C=C1	3696.1	Semi standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C2(F)F)C=C1	3495.9	Standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C2(F)F)C=C1	4331.4	Standard polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	3627.1	Semi standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	3377.7	Standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	4411.9	Standard polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C2(F)F)C=C1	3700.8	Semi standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C2(F)F)C=C1	3493.3	Standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C2(F)F)C=C1	4389.3	Standard polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O)O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C1(F)F	3640.6	Semi standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O)O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C1(F)F	3549.1	Standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O)O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C1(F)F	4422.8	Standard polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3608.4	Semi standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3444.6	Standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4279.5	Standard polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C2(F)F)C=C1	3717.0	Semi standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C2(F)F)C=C1	3573.5	Standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C2(F)F)C=C1	4241.5	Standard polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(F)(F)[C@@H]1O)OP(=O)(O)O	3670.7	Semi standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(F)(F)[C@@H]1O)OP(=O)(O)O	3630.6	Standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(F)(F)[C@@H]1O)OP(=O)(O)O	4298.6	Standard polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C2(F)F)C=C1	3716.2	Semi standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C2(F)F)C=C1	3546.9	Standard non polar	33892256
Gemcitabine diphosphate,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C2(F)F)C=C1	4244.9	Standard polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	3781.8	Semi standard non polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	3449.4	Standard non polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)C1(F)F	4129.2	Standard polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C2(F)F)C=C1	3868.9	Semi standard non polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C2(F)F)C=C1	3586.1	Standard non polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C2(F)F)C=C1	4039.2	Standard polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C1(F)F	3832.6	Semi standard non polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C1(F)F	3663.6	Standard non polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C1(F)F	4081.8	Standard polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C2(F)F)C=C1	3870.9	Semi standard non polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C2(F)F)C=C1	3564.0	Standard non polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C2(F)F)C=C1	4043.4	Standard polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C1(F)F	3826.9	Semi standard non polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C1(F)F	3661.9	Standard non polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C1(F)F	4143.8	Standard polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C2(F)F)C=C1	3872.5	Semi standard non polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C2(F)F)C=C1	3615.0	Standard non polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C2(F)F)C=C1	3920.8	Standard polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(F)(F)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3829.7	Semi standard non polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(F)(F)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3729.7	Standard non polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(F)(F)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3999.4	Standard polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(F)(F)[C@@H]1O	3834.0	Semi standard non polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(F)(F)[C@@H]1O	3703.3	Standard non polar	33892256
Gemcitabine diphosphate,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(F)(F)[C@@H]1O	3999.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Gemcitabine diphosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-9822000000-398b68b48bd8b607ab48	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemcitabine diphosphate GC-MS (1 TMS) - 70eV, Positive	splash10-004j-7902100000-9dee865b2e3781388e98	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemcitabine diphosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemcitabine diphosphate 10V, Positive-QTOF	splash10-03di-0900000000-3d1c9663915e837da690	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemcitabine diphosphate 20V, Positive-QTOF	splash10-03di-3900000000-dd3bbc564bd91568165c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemcitabine diphosphate 40V, Positive-QTOF	splash10-03xs-9500000000-cee67b52b763745a6147	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemcitabine diphosphate 10V, Negative-QTOF	splash10-03fr-1902200000-5af728a0ab758e0c9066	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemcitabine diphosphate 20V, Negative-QTOF	splash10-01t9-9400000000-866bffe8f7fa8b19fb0b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemcitabine diphosphate 40V, Negative-QTOF	splash10-004i-9000000000-ea4cfe6db1a21d040c1c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemcitabine diphosphate 10V, Negative-QTOF	splash10-0h90-0400900000-2d1a3787e18f0c4b0287	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemcitabine diphosphate 20V, Negative-QTOF	splash10-004i-3309100000-c0dfd92ed1d6f7e93b20	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemcitabine diphosphate 40V, Negative-QTOF	splash10-004i-9000000000-e67765855900498d589f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemcitabine diphosphate 10V, Positive-QTOF	splash10-0229-0600900000-4ec9c4f2b343d2e77efe	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemcitabine diphosphate 20V, Positive-QTOF	splash10-03di-2900000000-356e11fa467c6f815838	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemcitabine diphosphate 40V, Positive-QTOF	splash10-001i-9200000000-46a6724ea53c019be274	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Gemcitabine Action Pathway		Not Available
Gemcitabine Metabolism Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6420157

PDB ID

GCQ

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Gemcitabine diphosphate (HMDB0060639)

MOL for HMDB0060639 (Gemcitabine diphosphate)

3D MOL for HMDB0060639 (Gemcitabine diphosphate)

3D SDF for HMDB0060639 (Gemcitabine diphosphate)

3D-SDF for HMDB0060639 (Gemcitabine diphosphate)

PDB for HMDB0060639 (Gemcitabine diphosphate)

3D PDB for HMDB0060639 (Gemcitabine diphosphate)

SMILES for HMDB0060639 (Gemcitabine diphosphate)

INCHI for HMDB0060639 (Gemcitabine diphosphate)

Structure for HMDB0060639 (Gemcitabine diphosphate)

3D Structure for HMDB0060639 (Gemcitabine diphosphate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra