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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:02 UTC

HMDB ID

HMDB0015593

Secondary Accession Numbers

HMDB15593

Metabolite Identification

Common Name

Ixabepilone

Description

Ixabepilone is an epothilone B analog developed by Bristol-Myers Squibb as a cancer drug. On October 16, 2007, the U.S. Food and Drug Administration approved ixabepilone for the treatment of aggressive metastatic or locally advanced breast cancer no longer responding to currently available chemotherapies. Ixabepilone is administered through injection, and will be marketed under the trade name Ixempra. [Wikipedia ] Ixabepilone is a semisynthetic analogue of epothilone B. It has a lactone lactam modification that

Structure

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


  Mrv0541 02231217572D          

 36 38  0  0  1  0            999 V2000
    3.1983   -2.5056    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5921    1.0414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0166    3.4671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793   -0.5023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9480    1.0700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8977    0.0208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9542   -0.0716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5300   -2.5988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5924    1.8669    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3069    1.4543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8778    1.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3069    0.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8778    2.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1634    1.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7793   -0.0716    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1634    2.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4489    3.1044    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7344    2.6919    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7344    1.8669    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0040   -0.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3646    0.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1634    3.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1511    1.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1615    0.2730    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5740   -0.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3709   -0.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9375    2.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3720    0.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6501    0.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8608   -1.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3304   -1.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5074   -1.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8303   -3.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7728   -3.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8784    1.7843    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  2  9  1  0  0  0  0
  2 10  1  0  0  0  0
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 24  4  1  6  0  0  0
  5 23  2  0  0  0  0
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 11 14  1  0  0  0  0
 12 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 20  1  1  0  0  0
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 17 22  1  1  0  0  0
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 19 23  1  0  0  0  0
 19 27  1  6  0  0  0
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 21 24  1  0  0  0  0
 21 29  1  0  0  0  0
 21 30  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 34 35  1  0  0  0  0
M  END

HMDB0015593
     RDKit          3D
Ixabepilone
 77 79  0  0  0  0  0  0  0  0999 V2000
    3.3225    0.4647   -1.8843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988   -0.5532   -0.8302 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0993   -1.0671   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5269   -0.6975   -0.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0469   -0.6712   -1.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6623   -0.1430   -1.3591 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5517    0.0005    0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5961    0.4349    1.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3028   -0.3579    0.5713 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6977   -0.9973   -0.4781 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9828    0.1193    0.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7378    1.3991    0.3297 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0603    2.2690    1.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1587    2.6212   -0.0574 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1130    3.7926   -0.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0251    2.6107   -0.9606 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3971    2.2233   -1.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7962    2.2531   -0.6760 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -4.2179    1.0945    0.1986 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.5347   -3.2032    2.2947 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1465    1.1339   -1.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
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 35 77  1  0
M  END


  Mrv0541 02231217572D          

 36 38  0  0  1  0            999 V2000
    3.1983   -2.5056    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5921    1.0414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0166    3.4671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5300   -2.5988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  9 13  1  1  0  0  0
 10 12  1  0  0  0  0
 10 36  1  1  0  0  0
 11 14  1  0  0  0  0
 12 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 20  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  1  0  0  0
 18 19  1  0  0  0  0
 19 23  1  0  0  0  0
 19 27  1  6  0  0  0
 20 28  1  0  0  0  0
 20 31  2  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 21 29  1  0  0  0  0
 21 30  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015593

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H]1CCC[C@@]2(C)O[C@@]2([H])C[C@H](NC(=O)C[C@@H](O)C(C)(C)C(=O)[C@@H](C)[C@H]1O)C(\C)=C\C1=CSC(C)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C27H42N2O5S/c1-15-9-8-10-27(7)22(34-27)12-20(16(2)11-19-14-35-18(4)28-19)29-23(31)13-21(30)26(5,6)25(33)17(3)24(15)32/h11,14-15,17,20-22,24,30,32H,8-10,12-13H2,1-7H3,(H,29,31)/b16-11+/t15-,17-,20-,21+,22-,24-,27+/m0/s1

> <INCHI_KEY>
FABUFPQFXZVHFB-CFWQTKTJSA-N

> <FORMULA>
C27H42N2O5S

> <MOLECULAR_WEIGHT>
506.698

> <EXACT_MASS>
506.281443154

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
57.056084474710595

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3S,7R,10S,11S,12S,16R)-7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-17-oxa-4-azabicyclo[14.1.0]heptadecane-5,9-dione

> <ALOGPS_LOGP>
3.28

> <JCHEM_LOGP>
3.3935731543333327

> <ALOGPS_LOGS>
-5.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.426275593257778

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.845020296069034

> <JCHEM_PKA_STRONGEST_BASIC>
2.7296503475929335

> <JCHEM_POLAR_SURFACE_AREA>
112.05

> <JCHEM_REFRACTIVITY>
136.70979999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.52e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ixempra

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015593
     RDKit          3D
Ixabepilone
 77 79  0  0  0  0  0  0  0  0999 V2000
    3.3225    0.4647   -1.8843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988   -0.5532   -0.8302 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0993   -1.0671   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5269   -0.6975   -0.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0469   -0.6712   -1.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6623   -0.1430   -1.3591 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5517    0.0005    0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5961    0.4349    1.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3028   -0.3579    0.5713 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6977   -0.9973   -0.4781 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9828    0.1193    0.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7378    1.3991    0.3297 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0603    2.2690    1.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1587    2.6212   -0.0574 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1130    3.7926   -0.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0251    2.6107   -0.9606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3527    2.7162   -0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3971    2.2233   -1.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7962    2.2531   -0.6760 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1728    3.5135    0.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2179    1.0945    0.1986 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6953    1.2103    1.4838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9802   -0.2593   -0.4270 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3275   -0.8922   -0.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0539   -1.0408    0.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4043   -0.4539    1.2405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7670   -2.4812    0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1975   -3.0978    1.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4386   -3.1890   -0.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2631   -2.6552    0.0941 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9990   -3.9106   -0.5068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5453   -2.6792    1.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9313   -2.6993    1.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5347   -3.2032    2.2947 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7123   -2.2547    0.2197 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4904    0.0154   -2.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1465    1.1339   -1.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3973    1.0951   -2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9505   -1.8055    0.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5863   -0.9264   -2.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4397    1.5163    1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5830    0.2404    0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4334   -0.1830    2.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2235   -1.2295   -1.4793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0176    0.2590   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7335   -0.2472    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8232    1.2930    0.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1193    4.0273   -1.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7176    4.6713    0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1456    3.5723   -0.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0882    1.7380   -1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0430    3.4970   -1.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2359    2.0901    0.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4316    3.7755    0.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3418    2.9256   -2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0715    1.2435   -1.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4662    2.1797   -1.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3872    4.2510    0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5958    3.3139    1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0117    4.0586   -0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3318    1.2738    0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3372    0.8236    2.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5200   -0.1591   -1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7304   -1.4547    0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0487   -0.0436   -0.8341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3810   -1.4475   -1.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6699   -2.5848    2.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2772   -2.9282    1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0268   -4.1922    1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2581   -2.7123   -1.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9479   -4.2079   -0.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5082   -3.4431   -0.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8932   -1.9153   -0.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4387   -4.4902    0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8046   -1.8407    2.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8742   -3.6622    1.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4462   -2.9400   -0.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
  9  4  1  0
 35 10  1  0
 14 12  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  5 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  6
 11 45  1  0
 11 46  1  0
 12 47  1  1
 15 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  6
 20 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  1
 22 62  1  0
 23 63  1  6
 24 64  1  0
 24 65  1  0
 24 66  1  0
 28 67  1  0
 28 68  1  0
 28 69  1  0
 29 70  1  0
 29 71  1  0
 29 72  1  0
 30 73  1  6
 31 74  1  0
 32 75  1  0
 32 76  1  0
 35 77  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       5.970  -4.677   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      10.439   1.944   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.631   6.472   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.375  -0.938   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       5.503   1.997   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       7.276   0.039   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       9.248  -0.134   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       8.456  -4.851   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      10.439   3.485   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.773   2.715   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.105   2.715   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.773   1.175   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.105   4.255   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.772   3.485   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.788  -0.134   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.772   5.025   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.438   5.795   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.104   5.025   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.104   3.485   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.341  -0.660   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.414   0.908   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.772   6.565   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.015   2.396   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.901   0.510   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.671  -0.824   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.159  -1.223   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.617   3.883   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.161   0.330   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.080   0.138   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.080   1.678   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.073  -2.177   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.083  -3.357   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.547  -3.249   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.150  -5.667   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.043  -7.203   0.000  0.00  0.00           C+0
HETATM   36  H   UNK     0      12.840   3.331   0.000  0.00  0.00           H+0
CONECT    1   33   34                                                       
CONECT    2    9   10                                                       
CONECT    3   18                                                            
CONECT    4   24                                                            
CONECT    5   23                                                            
CONECT    6   26                                                            
CONECT    7   15   26                                                       
CONECT    8   32   34                                                       
CONECT    9    2   10   11   13                                             
CONECT   10    2    9   12   36                                             
CONECT   11    9   14                                                       
CONECT   12   10   15                                                       
CONECT   13    9                                                            
CONECT   14   11   16                                                       
CONECT   15    7   12   20                                                  
CONECT   16   14   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18    3   17   19                                                  
CONECT   19   18   23   27                                                  
CONECT   20   15   28   31                                                  
CONECT   21   23   24   29   30                                             
CONECT   22   17                                                            
CONECT   23    5   19   21                                                  
CONECT   24    4   21   25                                                  
CONECT   25   24   26                                                       
CONECT   26    6    7   25                                                  
CONECT   27   19                                                            
CONECT   28   20                                                            
CONECT   29   21                                                            
CONECT   30   21                                                            
CONECT   31   20   32                                                       
CONECT   32    8   31   33                                                  
CONECT   33    1   32                                                       
CONECT   34    1    8   35                                                  
CONECT   35   34                                                            
CONECT   36   10                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

COMPND    HMDB0015593
HETATM    1  C1  UNL     1       3.322   0.465  -1.884  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.099  -0.553  -0.830  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.099  -1.067  -0.173  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.527  -0.698  -0.409  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.047  -0.671  -1.675  1.00  0.00           C  
HETATM    6  S1  UNL     1       7.662  -0.143  -1.359  1.00  0.00           S  
HETATM    7  C6  UNL     1       7.552   0.000   0.340  1.00  0.00           C  
HETATM    8  C7  UNL     1       8.596   0.435   1.343  1.00  0.00           C  
HETATM    9  N1  UNL     1       6.303  -0.358   0.571  1.00  0.00           N  
HETATM   10  C8  UNL     1       1.698  -0.997  -0.478  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.983   0.119   0.186  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.738   1.399   0.330  1.00  0.00           C  
HETATM   13  O1  UNL     1       1.060   2.269   1.269  1.00  0.00           O  
HETATM   14  C11 UNL     1       1.159   2.621  -0.057  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.113   3.793  -0.331  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.025   2.611  -0.961  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.353   2.716  -0.197  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.397   2.223  -1.153  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.796   2.253  -0.676  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.173   3.513   0.026  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.218   1.094   0.199  1.00  0.00           C  
HETATM   22  O2  UNL     1      -3.695   1.210   1.484  1.00  0.00           O  
HETATM   23  C19 UNL     1      -3.980  -0.259  -0.427  1.00  0.00           C  
HETATM   24  C20 UNL     1      -5.327  -0.892  -0.678  1.00  0.00           C  
HETATM   25  C21 UNL     1      -3.054  -1.041   0.370  1.00  0.00           C  
HETATM   26  O3  UNL     1      -2.404  -0.454   1.241  1.00  0.00           O  
HETATM   27  C22 UNL     1      -2.767  -2.481   0.288  1.00  0.00           C  
HETATM   28  C23 UNL     1      -3.198  -3.098   1.616  1.00  0.00           C  
HETATM   29  C24 UNL     1      -3.439  -3.189  -0.840  1.00  0.00           C  
HETATM   30  C25 UNL     1      -1.263  -2.655   0.094  1.00  0.00           C  
HETATM   31  O4  UNL     1      -0.999  -3.911  -0.507  1.00  0.00           O  
HETATM   32  C26 UNL     1      -0.545  -2.679   1.409  1.00  0.00           C  
HETATM   33  C27 UNL     1       0.931  -2.699   1.275  1.00  0.00           C  
HETATM   34  O5  UNL     1       1.535  -3.203   2.295  1.00  0.00           O  
HETATM   35  N2  UNL     1       1.712  -2.255   0.220  1.00  0.00           N  
HETATM   36  H1  UNL     1       3.490   0.015  -2.897  1.00  0.00           H  
HETATM   37  H2  UNL     1       4.147   1.134  -1.573  1.00  0.00           H  
HETATM   38  H3  UNL     1       2.397   1.095  -2.053  1.00  0.00           H  
HETATM   39  H4  UNL     1       3.951  -1.805   0.592  1.00  0.00           H  
HETATM   40  H5  UNL     1       5.586  -0.926  -2.644  1.00  0.00           H  
HETATM   41  H6  UNL     1       8.440   1.516   1.571  1.00  0.00           H  
HETATM   42  H7  UNL     1       9.583   0.240   0.925  1.00  0.00           H  
HETATM   43  H8  UNL     1       8.433  -0.183   2.243  1.00  0.00           H  
HETATM   44  H9  UNL     1       1.223  -1.230  -1.479  1.00  0.00           H  
HETATM   45  H10 UNL     1      -0.018   0.259  -0.278  1.00  0.00           H  
HETATM   46  H11 UNL     1       0.734  -0.247   1.231  1.00  0.00           H  
HETATM   47  H12 UNL     1       2.823   1.293   0.460  1.00  0.00           H  
HETATM   48  H13 UNL     1       2.119   4.027  -1.430  1.00  0.00           H  
HETATM   49  H14 UNL     1       1.718   4.671   0.229  1.00  0.00           H  
HETATM   50  H15 UNL     1       3.146   3.572  -0.062  1.00  0.00           H  
HETATM   51  H16 UNL     1      -0.088   1.738  -1.646  1.00  0.00           H  
HETATM   52  H17 UNL     1      -0.043   3.497  -1.665  1.00  0.00           H  
HETATM   53  H18 UNL     1      -1.236   2.090   0.707  1.00  0.00           H  
HETATM   54  H19 UNL     1      -1.432   3.775   0.081  1.00  0.00           H  
HETATM   55  H20 UNL     1      -2.342   2.926  -2.041  1.00  0.00           H  
HETATM   56  H21 UNL     1      -2.071   1.243  -1.525  1.00  0.00           H  
HETATM   57  H22 UNL     1      -4.466   2.180  -1.584  1.00  0.00           H  
HETATM   58  H23 UNL     1      -3.387   4.251   0.170  1.00  0.00           H  
HETATM   59  H24 UNL     1      -4.596   3.314   1.056  1.00  0.00           H  
HETATM   60  H25 UNL     1      -5.012   4.059  -0.497  1.00  0.00           H  
HETATM   61  H26 UNL     1      -5.332   1.274   0.353  1.00  0.00           H  
HETATM   62  H27 UNL     1      -4.337   0.824   2.140  1.00  0.00           H  
HETATM   63  H28 UNL     1      -3.520  -0.159  -1.458  1.00  0.00           H  
HETATM   64  H29 UNL     1      -5.730  -1.455   0.178  1.00  0.00           H  
HETATM   65  H30 UNL     1      -6.049  -0.044  -0.834  1.00  0.00           H  
HETATM   66  H31 UNL     1      -5.381  -1.448  -1.649  1.00  0.00           H  
HETATM   67  H32 UNL     1      -2.670  -2.585   2.438  1.00  0.00           H  
HETATM   68  H33 UNL     1      -4.277  -2.928   1.739  1.00  0.00           H  
HETATM   69  H34 UNL     1      -3.027  -4.192   1.637  1.00  0.00           H  
HETATM   70  H35 UNL     1      -3.258  -2.712  -1.808  1.00  0.00           H  
HETATM   71  H36 UNL     1      -2.948  -4.208  -0.916  1.00  0.00           H  
HETATM   72  H37 UNL     1      -4.508  -3.443  -0.666  1.00  0.00           H  
HETATM   73  H38 UNL     1      -0.893  -1.915  -0.634  1.00  0.00           H  
HETATM   74  H39 UNL     1      -0.439  -4.490   0.058  1.00  0.00           H  
HETATM   75  H40 UNL     1      -0.805  -1.841   2.078  1.00  0.00           H  
HETATM   76  H41 UNL     1      -0.874  -3.662   1.887  1.00  0.00           H  
HETATM   77  H42 UNL     1       2.446  -2.940  -0.149  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3    3   10
CONECT    3    4   39
CONECT    4    5    5    9
CONECT    5    6   40
CONECT    6    7
CONECT    7    8    9    9
CONECT    8   41   42   43
CONECT   10   11   35   44
CONECT   11   12   45   46
CONECT   12   13   14   47
CONECT   13   14
CONECT   14   15   16
CONECT   15   48   49   50
CONECT   16   17   51   52
CONECT   17   18   53   54
CONECT   18   19   55   56
CONECT   19   20   21   57
CONECT   20   58   59   60
CONECT   21   22   23   61
CONECT   22   62
CONECT   23   24   25   63
CONECT   24   64   65   66
CONECT   25   26   26   27
CONECT   27   28   29   30
CONECT   28   67   68   69
CONECT   29   70   71   72
CONECT   30   31   32   73
CONECT   31   74
CONECT   32   33   75   76
CONECT   33   34   34   35
CONECT   35   77
END

HMDB0015593
     RDKit          3D
Ixabepilone
 77 79  0  0  0  0  0  0  0  0999 V2000
    3.3225    0.4647   -1.8843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988   -0.5532   -0.8302 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0993   -1.0671   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5269   -0.6975   -0.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0469   -0.6712   -1.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6623   -0.1430   -1.3591 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5517    0.0005    0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5961    0.4349    1.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3028   -0.3579    0.5713 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6977   -0.9973   -0.4781 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9828    0.1193    0.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7378    1.3991    0.3297 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0603    2.2690    1.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1587    2.6212   -0.0574 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1130    3.7926   -0.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0251    2.6107   -0.9606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3527    2.7162   -0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3971    2.2233   -1.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7962    2.2531   -0.6760 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1728    3.5135    0.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2179    1.0945    0.1986 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6953    1.2103    1.4838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9802   -0.2593   -0.4270 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3275   -0.8922   -0.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0539   -1.0408    0.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4043   -0.4539    1.2405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7670   -2.4812    0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1975   -3.0978    1.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4386   -3.1890   -0.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2631   -2.6552    0.0941 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9990   -3.9106   -0.5068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5453   -2.6792    1.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9313   -2.6993    1.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5347   -3.2032    2.2947 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7123   -2.2547    0.2197 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4904    0.0154   -2.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1465    1.1339   -1.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3973    1.0951   -2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9505   -1.8055    0.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5863   -0.9264   -2.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4397    1.5163    1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5830    0.2404    0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4334   -0.1830    2.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2235   -1.2295   -1.4793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0176    0.2590   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7335   -0.2472    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8232    1.2930    0.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1193    4.0273   -1.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7176    4.6713    0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1456    3.5723   -0.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0882    1.7380   -1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0430    3.4970   -1.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2359    2.0901    0.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4316    3.7755    0.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3418    2.9256   -2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0715    1.2435   -1.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4662    2.1797   -1.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3872    4.2510    0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5958    3.3139    1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0117    4.0586   -0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3318    1.2738    0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3372    0.8236    2.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5200   -0.1591   -1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7304   -1.4547    0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0487   -0.0436   -0.8341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3810   -1.4475   -1.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6699   -2.5848    2.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2772   -2.9282    1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0268   -4.1922    1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2581   -2.7123   -1.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9479   -4.2079   -0.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5082   -3.4431   -0.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8932   -1.9153   -0.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4387   -4.4902    0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8046   -1.8407    2.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8742   -3.6622    1.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4462   -2.9400   -0.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
  9  4  1  0
 35 10  1  0
 14 12  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  5 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  6
 11 45  1  0
 11 46  1  0
 12 47  1  1
 15 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  6
 20 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  1
 22 62  1  0
 23 63  1  6
 24 64  1  0
 24 65  1  0
 24 66  1  0
 28 67  1  0
 28 68  1  0
 28 69  1  0
 29 70  1  0
 29 71  1  0
 29 72  1  0
 30 73  1  6
 31 74  1  0
 32 75  1  0
 32 76  1  0
 35 77  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Aza-epothilone b	HMDB
Azaepothilone b	HMDB
BMS-247550	HMDB
Ixabepilone	MeSH

Chemical Formula

C₂₇H₄₂N₂O₅S

Average Molecular Weight

506.698

Monoisotopic Molecular Weight

506.281443154

IUPAC Name

(1S,3S,7R,10S,11S,12S,16R)-7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-17-oxa-4-azabicyclo[14.1.0]heptadecane-5,9-dione

Traditional Name

ixempra

CAS Registry Number

219989-84-1

SMILES

C[C@H]1CCC[C@@]2(C)O[C@@]2([H])C[C@H](NC(=O)C[C@@H](O)C(C)(C)C(=O)[C@@H](C)[C@H]1O)C(\C)=C\C1=CSC(C)=N1

InChI Identifier

InChI=1S/C27H42N2O5S/c1-15-9-8-10-27(7)22(34-27)12-20(16(2)11-19-14-35-18(4)28-19)29-23(31)13-21(30)26(5,6)25(33)17(3)24(15)32/h11,14-15,17,20-22,24,30,32H,8-10,12-13H2,1-7H3,(H,29,31)/b16-11+/t15-,17-,20-,21+,22-,24-,27+/m0/s1

InChI Key

FABUFPQFXZVHFB-CFWQTKTJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as epothilones and analogues. These are macrolides consisting of a 16-member lactone ring conjugated at the carbon 16 with a 1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl group. Some epothilone analogues containing a lactam ring instead of the lactone ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Epothilones and analogues

Direct Parent

Epothilones and analogues

Alternative Parents

Substituents

Epothilone
Macrolactam
2,4-disubstituted 1,3-thiazole
Azole
Heteroaromatic compound
Thiazole
Carboxamide group
Ketone
Lactam
Secondary alcohol
Cyclic ketone
Secondary carboxylic acid amide
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organic oxide
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0035 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0035 g/L	ALOGPS
logP	3.28	ALOGPS
logP	3.39	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	13.85	ChemAxon
pKa (Strongest Basic)	2.73	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	112.05 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	136.71 m³·mol⁻¹	ChemAxon
Polarizability	57.06 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	221.347	30932474
DeepCCS	[M-H]-	219.522	30932474
DeepCCS	[M-2H]-	252.978	30932474
DeepCCS	[M+Na]+	226.953	30932474
AllCCS	[M+H]+	222.1	32859911
AllCCS	[M+H-H2O]+	220.2	32859911
AllCCS	[M+NH4]+	223.9	32859911
AllCCS	[M+Na]+	224.4	32859911
AllCCS	[M-H]-	228.2	32859911
AllCCS	[M+Na-2H]-	231.1	32859911
AllCCS	[M+HCOO]-	234.5	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.	6.04 minutes	32390414
Predicted by Siyang on May 30, 2022	13.4426 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.55 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	49.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3039.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	156.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	206.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	139.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	111.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	651.1 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	616.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	80.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1140.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	518.8 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	1554.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	384.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	404.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	133.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	183.0 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	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ixabepilone	C[C@H]1CCC[C@@]2(C)O[C@@]2([H])C[C@H](NC(=O)C[C@@H](O)C(C)(C)C(=O)[C@@H](C)[C@H]1O)C(\C)=C\C1=CSC(C)=N1	4716.7	Standard polar	33892256
Ixabepilone	C[C@H]1CCC[C@@]2(C)O[C@@]2([H])C[C@H](NC(=O)C[C@@H](O)C(C)(C)C(=O)[C@@H](C)[C@H]1O)C(\C)=C\C1=CSC(C)=N1	3501.7	Standard non polar	33892256
Ixabepilone	C[C@H]1CCC[C@@]2(C)O[C@@]2([H])C[C@H](NC(=O)C[C@@H](O)C(C)(C)C(=O)[C@@H](C)[C@H]1O)C(\C)=C\C1=CSC(C)=N1	3921.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ixabepilone,1TMS,isomer #1	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O)[C@H](C)C(=O)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)N1	3705.0	Semi standard non polar	33892256
Ixabepilone,1TMS,isomer #2	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)C(=O)C(C)(C)[C@H](O)CC(=O)N1	3707.8	Semi standard non polar	33892256
Ixabepilone,1TMS,isomer #3	CC1=C(O[Si](C)(C)C)C(C)(C)[C@H](O)CC(=O)N[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O	3629.7	Semi standard non polar	33892256
Ixabepilone,1TMS,isomer #4	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O)[C@H](C)C(=O)C(C)(C)[C@H](O)CC(=O)N1[Si](C)(C)C	3657.7	Semi standard non polar	33892256
Ixabepilone,2TMS,isomer #1	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)C(=O)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)N1	3663.1	Semi standard non polar	33892256
Ixabepilone,2TMS,isomer #2	CC1=C(O[Si](C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)N[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O	3590.7	Semi standard non polar	33892256
Ixabepilone,2TMS,isomer #3	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O)[C@H](C)C(=O)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)N1[Si](C)(C)C	3644.7	Semi standard non polar	33892256
Ixabepilone,2TMS,isomer #4	CC1=C(O[Si](C)(C)C)C(C)(C)[C@H](O)CC(=O)N[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O[Si](C)(C)C	3617.4	Semi standard non polar	33892256
Ixabepilone,2TMS,isomer #5	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)C(=O)C(C)(C)[C@H](O)CC(=O)N1[Si](C)(C)C	3635.6	Semi standard non polar	33892256
Ixabepilone,2TMS,isomer #6	CC1=C(O[Si](C)(C)C)C(C)(C)[C@H](O)CC(=O)N([Si](C)(C)C)[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O	3553.8	Semi standard non polar	33892256
Ixabepilone,3TMS,isomer #1	CC1=C(O[Si](C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)N[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O[Si](C)(C)C	3600.6	Semi standard non polar	33892256
Ixabepilone,3TMS,isomer #1	CC1=C(O[Si](C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)N[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O[Si](C)(C)C	3706.8	Standard non polar	33892256
Ixabepilone,3TMS,isomer #1	CC1=C(O[Si](C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)N[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O[Si](C)(C)C	4449.6	Standard polar	33892256
Ixabepilone,3TMS,isomer #2	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)C(=O)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)N1[Si](C)(C)C	3658.7	Semi standard non polar	33892256
Ixabepilone,3TMS,isomer #2	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)C(=O)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)N1[Si](C)(C)C	3771.6	Standard non polar	33892256
Ixabepilone,3TMS,isomer #2	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)C(=O)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)N1[Si](C)(C)C	4258.4	Standard polar	33892256
Ixabepilone,3TMS,isomer #3	CC1=C(O[Si](C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)N([Si](C)(C)C)[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O	3563.9	Semi standard non polar	33892256
Ixabepilone,3TMS,isomer #3	CC1=C(O[Si](C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)N([Si](C)(C)C)[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O	3725.2	Standard non polar	33892256
Ixabepilone,3TMS,isomer #3	CC1=C(O[Si](C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)N([Si](C)(C)C)[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O	4497.7	Standard polar	33892256
Ixabepilone,3TMS,isomer #4	CC1=C(O[Si](C)(C)C)C(C)(C)[C@H](O)CC(=O)N([Si](C)(C)C)[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O[Si](C)(C)C	3592.2	Semi standard non polar	33892256
Ixabepilone,3TMS,isomer #4	CC1=C(O[Si](C)(C)C)C(C)(C)[C@H](O)CC(=O)N([Si](C)(C)C)[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O[Si](C)(C)C	3749.0	Standard non polar	33892256
Ixabepilone,3TMS,isomer #4	CC1=C(O[Si](C)(C)C)C(C)(C)[C@H](O)CC(=O)N([Si](C)(C)C)[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O[Si](C)(C)C	4466.0	Standard polar	33892256
Ixabepilone,4TMS,isomer #1	CC1=C(O[Si](C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)N([Si](C)(C)C)[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O[Si](C)(C)C	3626.1	Semi standard non polar	33892256
Ixabepilone,4TMS,isomer #1	CC1=C(O[Si](C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)N([Si](C)(C)C)[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O[Si](C)(C)C	3733.1	Standard non polar	33892256
Ixabepilone,4TMS,isomer #1	CC1=C(O[Si](C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)N([Si](C)(C)C)[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O[Si](C)(C)C	4204.7	Standard polar	33892256
Ixabepilone,1TBDMS,isomer #1	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O)[C@H](C)C(=O)C(C)(C)[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)N1	3899.6	Semi standard non polar	33892256
Ixabepilone,1TBDMS,isomer #2	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)C(=O)C(C)(C)[C@H](O)CC(=O)N1	3911.9	Semi standard non polar	33892256
Ixabepilone,1TBDMS,isomer #3	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)[C@H](O)CC(=O)N[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O	3835.7	Semi standard non polar	33892256
Ixabepilone,1TBDMS,isomer #4	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O)[C@H](C)C(=O)C(C)(C)[C@H](O)CC(=O)N1[Si](C)(C)C(C)(C)C	3889.5	Semi standard non polar	33892256
Ixabepilone,2TBDMS,isomer #1	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)C(=O)C(C)(C)[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)N1	4043.2	Semi standard non polar	33892256
Ixabepilone,2TBDMS,isomer #2	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)N[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O	3952.3	Semi standard non polar	33892256
Ixabepilone,2TBDMS,isomer #3	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O)[C@H](C)C(=O)C(C)(C)[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)N1[Si](C)(C)C(C)(C)C	4025.1	Semi standard non polar	33892256
Ixabepilone,2TBDMS,isomer #4	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)[C@H](O)CC(=O)N[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O[Si](C)(C)C(C)(C)C	3973.8	Semi standard non polar	33892256
Ixabepilone,2TBDMS,isomer #5	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)C(=O)C(C)(C)[C@H](O)CC(=O)N1[Si](C)(C)C(C)(C)C	4024.0	Semi standard non polar	33892256
Ixabepilone,2TBDMS,isomer #6	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)[C@H](O)CC(=O)N([Si](C)(C)C(C)(C)C)[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O	3973.9	Semi standard non polar	33892256
Ixabepilone,3TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)N[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O[Si](C)(C)C(C)(C)C	4101.2	Semi standard non polar	33892256
Ixabepilone,3TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)N[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O[Si](C)(C)C(C)(C)C	4305.9	Standard non polar	33892256
Ixabepilone,3TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)N[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O[Si](C)(C)C(C)(C)C	4615.6	Standard polar	33892256
Ixabepilone,3TBDMS,isomer #2	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)C(=O)C(C)(C)[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)N1[Si](C)(C)C(C)(C)C	4188.1	Semi standard non polar	33892256
Ixabepilone,3TBDMS,isomer #2	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)C(=O)C(C)(C)[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)N1[Si](C)(C)C(C)(C)C	4401.5	Standard non polar	33892256
Ixabepilone,3TBDMS,isomer #2	C/C(=C\C1=CSC(C)=N1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)C(=O)C(C)(C)[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)N1[Si](C)(C)C(C)(C)C	4409.4	Standard polar	33892256
Ixabepilone,3TBDMS,isomer #3	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)N([Si](C)(C)C(C)(C)C)[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O	4112.1	Semi standard non polar	33892256
Ixabepilone,3TBDMS,isomer #3	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)N([Si](C)(C)C(C)(C)C)[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O	4314.2	Standard non polar	33892256
Ixabepilone,3TBDMS,isomer #3	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)N([Si](C)(C)C(C)(C)C)[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O	4627.3	Standard polar	33892256
Ixabepilone,3TBDMS,isomer #4	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)[C@H](O)CC(=O)N([Si](C)(C)C(C)(C)C)[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O[Si](C)(C)C(C)(C)C	4132.2	Semi standard non polar	33892256
Ixabepilone,3TBDMS,isomer #4	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)[C@H](O)CC(=O)N([Si](C)(C)C(C)(C)C)[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O[Si](C)(C)C(C)(C)C	4331.8	Standard non polar	33892256
Ixabepilone,3TBDMS,isomer #4	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)[C@H](O)CC(=O)N([Si](C)(C)C(C)(C)C)[C@H](/C(C)=C/C2=CSC(C)=N2)C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@@H]1O[Si](C)(C)C(C)(C)C	4605.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ixabepilone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ko-1206900000-7e5a87d7a7bb2dfe2473	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ixabepilone GC-MS (2 TMS) - 70eV, Positive	splash10-000i-9000034000-b5f94f22d5b0cc02b144	2017-10-06	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 - Ixabepilone 10V, Positive-QTOF	splash10-0079-0000920000-895b7a871811c222d334	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ixabepilone 20V, Positive-QTOF	splash10-00dr-0000900000-3c13cea8febf0aa40a14	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ixabepilone 40V, Positive-QTOF	splash10-02t9-1921200000-0bc925065c5cc4976294	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ixabepilone 10V, Negative-QTOF	splash10-0abi-8000790000-5b776781d0783345dabd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ixabepilone 20V, Negative-QTOF	splash10-000i-5001920000-95a90cd142d884c2d15c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ixabepilone 40V, Negative-QTOF	splash10-0a4i-9000000000-9c67923639010f5c6cc3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ixabepilone 10V, Positive-QTOF	splash10-0a4r-0000980000-9c850701f82620366891	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ixabepilone 20V, Positive-QTOF	splash10-00di-0000920000-dfe275c993b1d6aac55a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ixabepilone 40V, Positive-QTOF	splash10-00dl-9601200000-375a5afa97b47cce3937	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ixabepilone 10V, Negative-QTOF	splash10-0a4i-0000090000-b87a3b8bf6933a185f2a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ixabepilone 20V, Negative-QTOF	splash10-0a4r-0100690000-3f6c0a4495a7db495064	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ixabepilone 40V, Negative-QTOF	splash10-00di-9200000000-732302f674b258c7bbb9	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB04845	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB04845	21059682	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

4949236

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ixabepilone

METLIN ID

Not Available

PubChem Compound

23305354

PDB ID

Not Available

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

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Goel S, Cohen M, Comezoglu SN, Perrin L, Andre F, Jayabalan D, Iacono L, Comprelli A, Ly VT, Zhang D, Xu C, Humphreys WG, McDaid H, Goldberg G, Horwitz SB, Mani S: The effect of ketoconazole on the pharmacokinetics and pharmacodynamics of ixabepilone: a first in class epothilone B analogue in late-phase clinical development. Clin Cancer Res. 2008 May 1;14(9):2701-9. doi: 10.1158/1078-0432.CCR-07-4151. [PubMed:18451235 ]

Enzyme Details

2. Tubulin beta-3 chain

General function:: Involved in structural molecule activity
Specific function:: Tubulin is the major constituent of microtubules. It binds two moles of GTP, one at an exchangeable site on the beta chain and one at a non-exchangeable site on the alpha-chain. TUBB3 plays a critical role in proper axon guidance and mantainance
Gene Name:: TUBB3
Uniprot ID:: Q13509
Molecular weight:: 50432.4

References

Vahdat L: Ixabepilone: a novel antineoplastic agent with low susceptibility to multiple tumor resistance mechanisms. Oncologist. 2008 Mar;13(3):214-21. doi: 10.1634/theoncologist.2007-0167. [PubMed:18378531 ]
Denduluri N, Swain SM: Ixabepilone for the treatment of solid tumors: a review of clinical data. Expert Opin Investig Drugs. 2008 Mar;17(3):423-35. doi: 10.1517/13543784.17.3.423 . [PubMed:18321240 ]
Goodin S: Ixabepilone: a novel microtubule-stabilizing agent for the treatment of metastatic breast cancer. Am J Health Syst Pharm. 2008 Nov 1;65(21):2017-26. doi: 10.2146/ajhp070628. [PubMed:18945860 ]

Showing metabocard for Ixabepilone (HMDB0015593)

MOL for HMDB0015593 (Ixabepilone)

3D MOL for HMDB0015593 (Ixabepilone)

3D SDF for HMDB0015593 (Ixabepilone)

3D-SDF for HMDB0015593 (Ixabepilone)

PDB for HMDB0015593 (Ixabepilone)

3D PDB for HMDB0015593 (Ixabepilone)

SMILES for HMDB0015593 (Ixabepilone)

INCHI for HMDB0015593 (Ixabepilone)

Structure for HMDB0015593 (Ixabepilone)

3D Structure for HMDB0015593 (Ixabepilone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References