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Showing metabocard for Amifostine (HMDB0015274)

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enzymes (3) Show 3 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:51 UTC
Update Date2022-03-07 02:51:55 UTC
HMDB IDHMDB0015274
Secondary Accession Numbers
  • HMDB15274
Metabolite Identification
Common NameAmifostine
DescriptionAmifostine is only found in individuals that have used or taken this drug. It is a phosphorothioate proposed as a radiation-protective agent. It causes splenic vasodilation and may block autonomic ganglia. [PubChem]The thiol metabolite is responsible for most of the cytoprotective and radioprotective properties of amifostine. It is readily taken up by cells where it binds to and detoxifies reactive metabolites of platinum and alkylating agents as well as scavenges free radicals. Other possible effects include inhibition of apoptosis, alteration of gene expression and modification of enzyme activity.
Structure
Data?1582753278
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0015274 (Amifostine)

1143
  Mrv0541 02231215162D          

 12 11  0  0  0  0            999 V2000
    3.5220    0.1910    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.2215    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -0.6340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3950    0.4930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200   -0.9360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655   -0.2215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234   -0.2215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    0.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -0.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089    0.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 11  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  2  0  0  0  0
  6  8  1  0  0  0  0
  6 10  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
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3D MOL for HMDB0015274 (Amifostine)

HMDB0015274
     RDKit          3D
Amifostine
 27 26  0  0  0  0  0  0  0  0999 V2000
    2.9766    2.1566    0.1239 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3094    1.0643   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8057   -0.2747   -0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2852   -0.2639   -0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7653   -1.5377    0.0841 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6666   -1.5423    0.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1745   -0.7773    1.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9490   -0.7810    1.5412 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0342    0.2453    0.1161 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.2726    0.9147    0.7316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6605   -0.8498   -1.0372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1747    1.4442   -0.7124 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5709    2.2792    0.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9526    2.2781    0.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4259    1.0822   -0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8964    1.2879   -1.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1743   -0.5281    0.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1648   -1.0383   -1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8711    0.0452   -1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0283    0.4833    0.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1783   -1.8796    0.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1150   -1.1531   -0.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0381   -2.6028    0.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7259    0.2378    1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7514   -1.3181    2.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9716   -1.0357   -1.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8706    2.0636   -1.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 11 26  1  0
 12 27  1  0
M  END
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3D SDF for HMDB0015274 (Amifostine)

1143
  Mrv0541 02231215162D          

 12 11  0  0  0  0            999 V2000
    3.5220    0.1910    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.2215    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -0.6340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3950    0.4930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200   -0.9360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655   -0.2215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234   -0.2215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    0.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -0.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089    0.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 11  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  2  0  0  0  0
  6  8  1  0  0  0  0
  6 10  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015274

> <DATABASE_NAME>
hmdb

> <SMILES>
NCCCNCCSP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H15N2O3PS/c6-2-1-3-7-4-5-12-11(8,9)10/h7H,1-6H2,(H2,8,9,10)

> <INCHI_KEY>
JKOQGQFVAUAYPM-UHFFFAOYSA-N

> <FORMULA>
C5H15N2O3PS

> <MOLECULAR_WEIGHT>
214.223

> <EXACT_MASS>
214.054099558

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
21.01358381152904

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
({2-[(3-aminopropyl)amino]ethyl}sulfanyl)phosphonic acid

> <ALOGPS_LOGP>
-1.44

> <JCHEM_LOGP>
-3.7403424891548496

> <ALOGPS_LOGS>
-1.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
6.834415344109136

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.0575242298193137

> <JCHEM_PKA_STRONGEST_BASIC>
11.006041749662637

> <JCHEM_POLAR_SURFACE_AREA>
95.58

> <JCHEM_REFRACTIVITY>
51.28310000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.87e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
amifostine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0015274 (Amifostine)

HMDB0015274
     RDKit          3D
Amifostine
 27 26  0  0  0  0  0  0  0  0999 V2000
    2.9766    2.1566    0.1239 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3094    1.0643   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8057   -0.2747   -0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2852   -0.2639   -0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7653   -1.5377    0.0841 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6666   -1.5423    0.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1745   -0.7773    1.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9490   -0.7810    1.5412 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0342    0.2453    0.1161 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.2726    0.9147    0.7316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6605   -0.8498   -1.0372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1747    1.4442   -0.7124 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5709    2.2792    0.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9526    2.2781    0.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4259    1.0822   -0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8964    1.2879   -1.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1743   -0.5281    0.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1648   -1.0383   -1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8711    0.0452   -1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0283    0.4833    0.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1783   -1.8796    0.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1150   -1.1531   -0.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0381   -2.6028    0.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7259    0.2378    1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7514   -1.3181    2.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9716   -1.0357   -1.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8706    2.0636   -1.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 11 26  1  0
 12 27  1  0
M  END
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PDB for HMDB0015274 (Amifostine)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1143                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       6.574   0.357   0.000  0.00  0.00           S+0
HETATM    2  P   UNK     0       5.241  -0.413   0.000  0.00  0.00           P+0
HETATM    3  O   UNK     0       3.907  -1.183   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.471   0.920   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       6.011  -1.747   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      10.576  -0.413   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      15.910  -0.413   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      11.909   0.357   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.243  -0.413   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.242   0.357   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.908  -0.413   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.577   0.357   0.000  0.00  0.00           C+0
CONECT    1    2   11                                                       
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6    8   10                                                       
CONECT    7   12                                                            
CONECT    8    6    9                                                       
CONECT    9    8   12                                                       
CONECT   10    6   11                                                       
CONECT   11    1   10                                                       
CONECT   12    7    9                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
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3D PDB for HMDB0015274 (Amifostine)

COMPND    HMDB0015274
HETATM    1  N1  UNL     1       2.977   2.157   0.124  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.309   1.064  -0.728  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.806  -0.275  -0.319  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.285  -0.264  -0.265  1.00  0.00           C  
HETATM    5  N2  UNL     1       0.765  -1.538   0.084  1.00  0.00           N  
HETATM    6  C4  UNL     1      -0.667  -1.542   0.156  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.175  -0.777   1.355  1.00  0.00           C  
HETATM    8  S1  UNL     1      -2.949  -0.781   1.541  1.00  0.00           S  
HETATM    9  P1  UNL     1      -4.034   0.245   0.116  1.00  0.00           P  
HETATM   10  O1  UNL     1      -5.273   0.915   0.732  1.00  0.00           O  
HETATM   11  O2  UNL     1      -4.661  -0.850  -1.037  1.00  0.00           O  
HETATM   12  O3  UNL     1      -3.175   1.444  -0.712  1.00  0.00           O  
HETATM   13  H1  UNL     1       3.571   2.279   0.952  1.00  0.00           H  
HETATM   14  H2  UNL     1       1.953   2.278   0.282  1.00  0.00           H  
HETATM   15  H3  UNL     1       4.426   1.082  -0.842  1.00  0.00           H  
HETATM   16  H4  UNL     1       2.896   1.288  -1.754  1.00  0.00           H  
HETATM   17  H5  UNL     1       3.174  -0.528   0.710  1.00  0.00           H  
HETATM   18  H6  UNL     1       3.165  -1.038  -1.026  1.00  0.00           H  
HETATM   19  H7  UNL     1       0.871   0.045  -1.234  1.00  0.00           H  
HETATM   20  H8  UNL     1       1.028   0.483   0.518  1.00  0.00           H  
HETATM   21  H9  UNL     1       1.178  -1.880   0.980  1.00  0.00           H  
HETATM   22  H10 UNL     1      -1.115  -1.153  -0.798  1.00  0.00           H  
HETATM   23  H11 UNL     1      -1.038  -2.603   0.279  1.00  0.00           H  
HETATM   24  H12 UNL     1      -0.726   0.238   1.416  1.00  0.00           H  
HETATM   25  H13 UNL     1      -0.751  -1.318   2.255  1.00  0.00           H  
HETATM   26  H14 UNL     1      -3.972  -1.036  -1.705  1.00  0.00           H  
HETATM   27  H15 UNL     1      -3.871   2.064  -1.079  1.00  0.00           H  
CONECT    1    2   13   14
CONECT    2    3   15   16
CONECT    3    4   17   18
CONECT    4    5   19   20
CONECT    5    6   21
CONECT    6    7   22   23
CONECT    7    8   24   25
CONECT    8    9
CONECT    9   10   10   11   12
CONECT   11   26
CONECT   12   27
END
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SMILES for HMDB0015274 (Amifostine)

NCCCNCCSP(O)(O)=O
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INCHI for HMDB0015274 (Amifostine)

InChI=1S/C5H15N2O3PS/c6-2-1-3-7-4-5-12-11(8,9)10/h7H,1-6H2,(H2,8,9,10)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
AmifostinaChEBI
AmifostinumChEBI
EthyolChEBI
Amifostine ethiofosHMDB
Aminopropylaminoethyl thiophosphateHMDB
ApaetpHMDB
EthiofosHMDB
GammaphosHMDB
SAPEPHMDB
WR-1065HMDB
Alza brand OF amifostineHMDB
Amifostine disodium saltHMDB
Amifostine trihydrateHMDB
Anhydrous, amifostineHMDB
Anhydrous, ethiofosHMDB
Monohydrochloride, amifostineHMDB
S-(N-(3-Aminopropyl)-2-aminoethyl)thiophosphoric acidHMDB
Schering plough brand OF amifostineHMDB
Amifostine alza brandHMDB
Amifostine monohydrochlorideHMDB
Disodium salt, amifostineHMDB
Trihydrate, amifostineHMDB
US bioscience brand OF amifostineHMDB
Amifostine lilly brandHMDB
Aminopropylaminoethylthiophosphoric acidHMDB
Essex brand OF amifostineHMDB
Ethiofos anhydrousHMDB
Lilly brand OF amifostineHMDB
Schering-plough brand OF amifostineHMDB
Amifostine anhydrousHMDB
Amifostine essex brandHMDB
Amifostine monohydrateHMDB
Amifostine schering-plough brandHMDB
Aminopropyl aminoethylthiophosphateHMDB
AminopropylaminoethylthiophosphateHMDB
Monohydrate, amifostineHMDB
Acid, aminopropylaminoethylthiophosphoricHMDB
Ethanethiol, 2-((3-aminopropyl)amino)-, dihydrogen phosphate (ester), trihydrateHMDB
Chemical FormulaC5H15N2O3PS
Average Molecular Weight214.223
Monoisotopic Molecular Weight214.054099558
IUPAC Name({2-[(3-aminopropyl)amino]ethyl}sulfanyl)phosphonic acid
Traditional Nameamifostine
CAS Registry Number20537-88-6
SMILES
NCCCNCCSP(O)(O)=O
InChI Identifier
InChI=1S/C5H15N2O3PS/c6-2-1-3-7-4-5-12-11(8,9)10/h7H,1-6H2,(H2,8,9,10)
InChI KeyJKOQGQFVAUAYPM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as organothiophosphorus compounds. These are organic derivatives of thiophosphonic acid, thiophosphoric acid, dithiophosphoric acid, or phosphorotrithioic acid, or derivatives thereof. Thiophosphonic acid, dithiophosphoric acid, thiophosphoric acid, and phosphorotrithioic acid are thiophosphorus compounds with the formula OP(O)(=S), OP(S)(=S)O, OP(O)(=S)O, and OP(=S)(S)S, respectively.
KingdomOrganic compounds
Super ClassOrganophosphorus compounds
ClassOrganothiophosphorus compounds
Sub ClassNot Available
Direct ParentOrganothiophosphorus compounds
Alternative Parents
Substituents
  • Sulfenyl compound
  • Secondary amine
  • Organothiophosphorus compound
  • Secondary aliphatic amine
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Organosulfur compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility18.7 g/LNot Available
LogP-1.9Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility18.7 g/LALOGPS
logP-1.4ALOGPS
logP-3.7ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)2.06ChemAxon
pKa (Strongest Basic)11.01ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area95.58 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity51.28 m³·mol⁻¹ChemAxon
Polarizability21.01 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+146.74931661259
DarkChem[M-H]-141.20331661259
DeepCCS[M+H]+139.40830932474
DeepCCS[M-H]-136.2330932474
DeepCCS[M-2H]-173.3130932474
DeepCCS[M+Na]+148.24530932474
AllCCS[M+H]+143.632859911
AllCCS[M+H-H2O]+140.332859911
AllCCS[M+NH4]+146.732859911
AllCCS[M+Na]+147.632859911
AllCCS[M-H]-144.732859911
AllCCS[M+Na-2H]-146.532859911
AllCCS[M+HCOO]-148.632859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.1.32 minutes32390414
Predicted by Siyang on May 30, 20227.9531 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20229.19 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid475.1 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid296.1 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid255.5 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid41.6 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid178.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid58.8 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid268.0 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid222.3 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)1042.7 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid495.3 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid38.8 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid476.5 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid189.9 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid284.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate1016.9 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA725.4 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water381.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
AmifostineNCCCNCCSP(O)(O)=O2948.7Standard polar33892256
AmifostineNCCCNCCSP(O)(O)=O1982.7Standard non polar33892256
AmifostineNCCCNCCSP(O)(O)=O2094.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Amifostine,1TMS,isomer #1C[Si](C)(C)OP(=O)(O)SCCNCCCN2059.8Semi standard non polar33892256
Amifostine,1TMS,isomer #1C[Si](C)(C)OP(=O)(O)SCCNCCCN1980.2Standard non polar33892256
Amifostine,1TMS,isomer #1C[Si](C)(C)OP(=O)(O)SCCNCCCN3277.3Standard polar33892256
Amifostine,1TMS,isomer #2C[Si](C)(C)NCCCNCCSP(=O)(O)O2169.9Semi standard non polar33892256
Amifostine,1TMS,isomer #2C[Si](C)(C)NCCCNCCSP(=O)(O)O2002.9Standard non polar33892256
Amifostine,1TMS,isomer #2C[Si](C)(C)NCCCNCCSP(=O)(O)O3415.6Standard polar33892256
Amifostine,1TMS,isomer #3C[Si](C)(C)N(CCCN)CCSP(=O)(O)O2117.9Semi standard non polar33892256
Amifostine,1TMS,isomer #3C[Si](C)(C)N(CCCN)CCSP(=O)(O)O1937.2Standard non polar33892256
Amifostine,1TMS,isomer #3C[Si](C)(C)N(CCCN)CCSP(=O)(O)O3583.9Standard polar33892256
Amifostine,2TMS,isomer #1C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCNCCCN2114.6Semi standard non polar33892256
Amifostine,2TMS,isomer #1C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCNCCCN2092.2Standard non polar33892256
Amifostine,2TMS,isomer #1C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCNCCCN2874.7Standard polar33892256
Amifostine,2TMS,isomer #2C[Si](C)(C)NCCCNCCSP(=O)(O)O[Si](C)(C)C2202.6Semi standard non polar33892256
Amifostine,2TMS,isomer #2C[Si](C)(C)NCCCNCCSP(=O)(O)O[Si](C)(C)C2162.5Standard non polar33892256
Amifostine,2TMS,isomer #2C[Si](C)(C)NCCCNCCSP(=O)(O)O[Si](C)(C)C2776.4Standard polar33892256
Amifostine,2TMS,isomer #3C[Si](C)(C)OP(=O)(O)SCCN(CCCN)[Si](C)(C)C2101.7Semi standard non polar33892256
Amifostine,2TMS,isomer #3C[Si](C)(C)OP(=O)(O)SCCN(CCCN)[Si](C)(C)C2101.6Standard non polar33892256
Amifostine,2TMS,isomer #3C[Si](C)(C)OP(=O)(O)SCCN(CCCN)[Si](C)(C)C3060.5Standard polar33892256
Amifostine,2TMS,isomer #4C[Si](C)(C)N(CCCNCCSP(=O)(O)O)[Si](C)(C)C2286.2Semi standard non polar33892256
Amifostine,2TMS,isomer #4C[Si](C)(C)N(CCCNCCSP(=O)(O)O)[Si](C)(C)C2183.4Standard non polar33892256
Amifostine,2TMS,isomer #4C[Si](C)(C)N(CCCNCCSP(=O)(O)O)[Si](C)(C)C3237.4Standard polar33892256
Amifostine,2TMS,isomer #5C[Si](C)(C)NCCCN(CCSP(=O)(O)O)[Si](C)(C)C2251.6Semi standard non polar33892256
Amifostine,2TMS,isomer #5C[Si](C)(C)NCCCN(CCSP(=O)(O)O)[Si](C)(C)C2181.3Standard non polar33892256
Amifostine,2TMS,isomer #5C[Si](C)(C)NCCCN(CCSP(=O)(O)O)[Si](C)(C)C3243.4Standard polar33892256
Amifostine,3TMS,isomer #1C[Si](C)(C)NCCCNCCSP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2223.4Semi standard non polar33892256
Amifostine,3TMS,isomer #1C[Si](C)(C)NCCCNCCSP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2258.1Standard non polar33892256
Amifostine,3TMS,isomer #1C[Si](C)(C)NCCCNCCSP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2363.3Standard polar33892256
Amifostine,3TMS,isomer #2C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCN(CCCN)[Si](C)(C)C2127.0Semi standard non polar33892256
Amifostine,3TMS,isomer #2C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCN(CCCN)[Si](C)(C)C2188.2Standard non polar33892256
Amifostine,3TMS,isomer #2C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCN(CCCN)[Si](C)(C)C2743.1Standard polar33892256
Amifostine,3TMS,isomer #3C[Si](C)(C)OP(=O)(O)SCCNCCCN([Si](C)(C)C)[Si](C)(C)C2318.1Semi standard non polar33892256
Amifostine,3TMS,isomer #3C[Si](C)(C)OP(=O)(O)SCCNCCCN([Si](C)(C)C)[Si](C)(C)C2284.8Standard non polar33892256
Amifostine,3TMS,isomer #3C[Si](C)(C)OP(=O)(O)SCCNCCCN([Si](C)(C)C)[Si](C)(C)C2668.2Standard polar33892256
Amifostine,3TMS,isomer #4C[Si](C)(C)NCCCN(CCSP(=O)(O)O[Si](C)(C)C)[Si](C)(C)C2238.3Semi standard non polar33892256
Amifostine,3TMS,isomer #4C[Si](C)(C)NCCCN(CCSP(=O)(O)O[Si](C)(C)C)[Si](C)(C)C2284.4Standard non polar33892256
Amifostine,3TMS,isomer #4C[Si](C)(C)NCCCN(CCSP(=O)(O)O[Si](C)(C)C)[Si](C)(C)C2697.8Standard polar33892256
Amifostine,3TMS,isomer #5C[Si](C)(C)N(CCCN([Si](C)(C)C)[Si](C)(C)C)CCSP(=O)(O)O2404.2Semi standard non polar33892256
Amifostine,3TMS,isomer #5C[Si](C)(C)N(CCCN([Si](C)(C)C)[Si](C)(C)C)CCSP(=O)(O)O2382.7Standard non polar33892256
Amifostine,3TMS,isomer #5C[Si](C)(C)N(CCCN([Si](C)(C)C)[Si](C)(C)C)CCSP(=O)(O)O3061.7Standard polar33892256
Amifostine,4TMS,isomer #1C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCNCCCN([Si](C)(C)C)[Si](C)(C)C2344.0Semi standard non polar33892256
Amifostine,4TMS,isomer #1C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCNCCCN([Si](C)(C)C)[Si](C)(C)C2349.6Standard non polar33892256
Amifostine,4TMS,isomer #1C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCNCCCN([Si](C)(C)C)[Si](C)(C)C2324.2Standard polar33892256
Amifostine,4TMS,isomer #2C[Si](C)(C)NCCCN(CCSP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C2267.3Semi standard non polar33892256
Amifostine,4TMS,isomer #2C[Si](C)(C)NCCCN(CCSP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C2340.6Standard non polar33892256
Amifostine,4TMS,isomer #2C[Si](C)(C)NCCCN(CCSP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C2336.1Standard polar33892256
Amifostine,4TMS,isomer #3C[Si](C)(C)OP(=O)(O)SCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2441.4Semi standard non polar33892256
Amifostine,4TMS,isomer #3C[Si](C)(C)OP(=O)(O)SCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2418.7Standard non polar33892256
Amifostine,4TMS,isomer #3C[Si](C)(C)OP(=O)(O)SCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2595.7Standard polar33892256
Amifostine,5TMS,isomer #1C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2483.1Semi standard non polar33892256
Amifostine,5TMS,isomer #1C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2433.6Standard non polar33892256
Amifostine,5TMS,isomer #1C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2321.1Standard polar33892256
Amifostine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OP(=O)(O)SCCNCCCN2299.7Semi standard non polar33892256
Amifostine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OP(=O)(O)SCCNCCCN2170.5Standard non polar33892256
Amifostine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OP(=O)(O)SCCNCCCN3335.7Standard polar33892256
Amifostine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O)O2405.9Semi standard non polar33892256
Amifostine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O)O2213.3Standard non polar33892256
Amifostine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O)O3466.8Standard polar33892256
Amifostine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(CCCN)CCSP(=O)(O)O2341.3Semi standard non polar33892256
Amifostine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(CCCN)CCSP(=O)(O)O2166.7Standard non polar33892256
Amifostine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(CCCN)CCSP(=O)(O)O3655.8Standard polar33892256
Amifostine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCNCCCN2598.9Semi standard non polar33892256
Amifostine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCNCCCN2465.8Standard non polar33892256
Amifostine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCNCCCN2964.0Standard polar33892256
Amifostine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O)O[Si](C)(C)C(C)(C)C2698.5Semi standard non polar33892256
Amifostine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O)O[Si](C)(C)C(C)(C)C2540.2Standard non polar33892256
Amifostine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O)O[Si](C)(C)C(C)(C)C2929.2Standard polar33892256
Amifostine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(O)SCCN(CCCN)[Si](C)(C)C(C)(C)C2613.5Semi standard non polar33892256
Amifostine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(O)SCCN(CCCN)[Si](C)(C)C(C)(C)C2501.9Standard non polar33892256
Amifostine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(O)SCCN(CCCN)[Si](C)(C)C(C)(C)C3171.2Standard polar33892256
Amifostine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(CCCNCCSP(=O)(O)O)[Si](C)(C)C(C)(C)C2729.2Semi standard non polar33892256
Amifostine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(CCCNCCSP(=O)(O)O)[Si](C)(C)C(C)(C)C2587.0Standard non polar33892256
Amifostine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(CCCNCCSP(=O)(O)O)[Si](C)(C)C(C)(C)C3262.5Standard polar33892256
Amifostine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)NCCCN(CCSP(=O)(O)O)[Si](C)(C)C(C)(C)C2750.2Semi standard non polar33892256
Amifostine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)NCCCN(CCSP(=O)(O)O)[Si](C)(C)C(C)(C)C2605.4Standard non polar33892256
Amifostine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)NCCCN(CCSP(=O)(O)O)[Si](C)(C)C(C)(C)C3304.7Standard polar33892256
Amifostine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2965.4Semi standard non polar33892256
Amifostine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2777.0Standard non polar33892256
Amifostine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2666.7Standard polar33892256
Amifostine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCN(CCCN)[Si](C)(C)C(C)(C)C2859.0Semi standard non polar33892256
Amifostine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCN(CCCN)[Si](C)(C)C(C)(C)C2705.7Standard non polar33892256
Amifostine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCN(CCCN)[Si](C)(C)C(C)(C)C2902.7Standard polar33892256
Amifostine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(O)SCCNCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3002.2Semi standard non polar33892256
Amifostine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(O)SCCNCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2838.3Standard non polar33892256
Amifostine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(O)SCCNCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2876.3Standard polar33892256
Amifostine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NCCCN(CCSP(=O)(O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3036.5Semi standard non polar33892256
Amifostine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NCCCN(CCSP(=O)(O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2833.2Standard non polar33892256
Amifostine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NCCCN(CCSP(=O)(O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2923.6Standard polar33892256
Amifostine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)N(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCSP(=O)(O)O3063.7Semi standard non polar33892256
Amifostine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)N(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCSP(=O)(O)O2952.8Standard non polar33892256
Amifostine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)N(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCSP(=O)(O)O3181.0Standard polar33892256
Amifostine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCNCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3237.5Semi standard non polar33892256
Amifostine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCNCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3003.1Standard non polar33892256
Amifostine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCNCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2685.6Standard polar33892256
Amifostine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCN(CCSP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3236.3Semi standard non polar33892256
Amifostine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCN(CCSP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2976.7Standard non polar33892256
Amifostine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCN(CCSP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2728.5Standard polar33892256
Amifostine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(O)SCCN(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3327.0Semi standard non polar33892256
Amifostine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(O)SCCN(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3102.6Standard non polar33892256
Amifostine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(O)SCCN(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2873.7Standard polar33892256
Amifostine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCN(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3549.1Semi standard non polar33892256
Amifostine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCN(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3182.5Standard non polar33892256
Amifostine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCN(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2762.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Amifostine GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9300000000-8f3e83d23b65b9a187692017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Amifostine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Amifostine LC-ESI-QQ , positive-QTOFsplash10-0002-0900000000-5350b8c906608c1eb7e42017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amifostine LC-ESI-QQ , positive-QTOFsplash10-0002-0900000000-bcddc871edb434e577ae2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amifostine LC-ESI-QQ , positive-QTOFsplash10-0002-2900000000-58ff84f991edcac36e7d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amifostine LC-ESI-QQ , positive-QTOFsplash10-05nb-9200000000-ef847b9b156a08e7fa172017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amifostine LC-ESI-QQ , positive-QTOFsplash10-0a4l-9000000000-c58215f6bca055f13ab72017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amifostine 10V, Positive-QTOFsplash10-014s-2930000000-d9f7a8f51a3e0639844f2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amifostine 20V, Positive-QTOFsplash10-0kal-9500000000-deee317641b354488f7c2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amifostine 40V, Positive-QTOFsplash10-0a4l-9200000000-b4b822595957219239b72016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amifostine 10V, Negative-QTOFsplash10-03di-7690000000-f26c0991b61c8d4975ac2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amifostine 20V, Negative-QTOFsplash10-003s-7900000000-4a37816d6ed768e56c532016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amifostine 40V, Negative-QTOFsplash10-05dm-9800000000-940b1a6dd1f6e79e9c0f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amifostine 10V, Positive-QTOFsplash10-014i-0390000000-2033745753817e8b82af2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amifostine 20V, Positive-QTOFsplash10-001i-9100000000-220c1777754513503a2d2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amifostine 40V, Positive-QTOFsplash10-08fr-9000000000-8b437daef02c3cdba4c42021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amifostine 10V, Negative-QTOFsplash10-03di-0090000000-c0bd8a7c35f5f698e7fb2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amifostine 20V, Negative-QTOFsplash10-004i-9300000000-19aa33fa42f40d1742f52021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amifostine 40V, Negative-QTOFsplash10-004i-9000000000-a5e502a2627af2048a1f2021-10-11Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01143 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01143 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01143
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID2056
KEGG Compound IDC06819
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAmifostine
METLIN IDNot Available
PubChem Compound2141
PDB IDNot Available
ChEBI ID2636
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Santini V, Giles FJ: The potential of amifostine: from cytoprotectant to therapeutic agent. Haematologica. 1999 Nov;84(11):1035-42. [PubMed:10553165 ]
  2. Xu Y, Parmar K, Du F, Price BD, Sun Y: The radioprotective agent WR1065 protects cells from radiation damage by regulating the activity of the Tip60 acetyltransferase. Int J Biochem Mol Biol. 2011;2(4):295-302. Epub 2011 Oct 20. [PubMed:22187663 ]
  3. Murley JS, Kataoka Y, Miller RC, Li JJ, Woloschak G, Grdina DJ: SOD2-mediated effects induced by WR1065 and low-dose ionizing radiation on micronucleus formation in RKO human colon carcinoma cells. Radiat Res. 2011 Jan;175(1):57-65. doi: 10.1667/RR2349.1. Epub 2010 Nov 8. [PubMed:21175348 ]
  4. Poirier MC, Olivero OA, Hardy AW, Franchini G, Borojerdi JP, Walker VE, Walker DM, Shearer GM: Antiretroviral activity of the aminothiol WR1065 against Human Immunodeficiency virus (HIV-1) in vitro and Simian Immunodeficiency virus (SIV) ex vivo. AIDS Res Ther. 2009 Nov 6;6:24. doi: 10.1186/1742-6405-6-24. [PubMed:19895691 ]
  5. Grdina DJ, Murley JS, Miller RC, Mauceri HJ, Sutton HG, Thirman MJ, Li JJ, Woloschak GE, Weichselbaum RR: A manganese superoxide dismutase (SOD2)-mediated adaptive response. Radiat Res. 2013 Feb;179(2):115-24. doi: 10.1667/RR3126.2. Epub 2012 Dec 13. [PubMed:23237540 ]
  6. Murley JS, Baker KL, Miller RC, Darga TE, Weichselbaum RR, Grdina DJ: SOD2-mediated adaptive responses induced by low-dose ionizing radiation via TNF signaling and amifostine. Free Radic Biol Med. 2011 Nov 15;51(10):1918-25. doi: 10.1016/j.freeradbiomed.2011.08.032. Epub 2011 Sep 3. [PubMed:21945096 ]
  7. Walker DM, Kajon AE, Torres SM, Carter MM, McCash CL, Swenberg JA, Upton PB, Hardy AW, Olivero OA, Shearer GM, Poirier MC, Walker VE: WR1065 mitigates AZT-ddI-induced mutagenesis and inhibits viral replication. Environ Mol Mutagen. 2009 Jul;50(6):460-72. doi: 10.1002/em.20482. [PubMed:19334055 ]
  8. Mereniuk TR, Maranchuk RA, Schindler A, Penner-Chea J, Freschauf GK, Hegazy S, Lai R, Foley E, Weinfeld M: Genetic screening for synthetic lethal partners of polynucleotide kinase/phosphatase: potential for targeting SHP-1-depleted cancers. Cancer Res. 2012 Nov 15;72(22):5934-44. doi: 10.1158/0008-5472.CAN-12-0939. Epub 2012 Sep 7. [PubMed:22962271 ]

Enzymes

Enzyme Details
1. Alkaline phosphatase, tissue-nonspecific isozyme
General function:
Involved in catalytic activity
Specific function:
This isozyme may play a role in skeletal mineralization.
Gene Name:
ALPL
Uniprot ID:
P05186
Molecular weight:
57304.435
References
  1. Shaw LM, Bonner H, Lieberman R: Pharmacokinetic profile of amifostine. Semin Oncol. 1996 Aug;23(4 Suppl 8):18-22. [PubMed:8783662 ]
Enzyme Details
2. Alkaline phosphatase, placental-like
General function:
Involved in catalytic activity
Specific function:
Not Available
Gene Name:
ALPPL2
Uniprot ID:
P10696
Molecular weight:
57376.515
References
  1. Capizzi RL: The preclinical basis for broad-spectrum selective cytoprotection of normal tissues from cytotoxic therapies by amifostine. Semin Oncol. 1999 Apr;26(2 Suppl 7):3-21. [PubMed:10348255 ]
  2. Orditura M, De Vita F, Roscigno A, Infusino S, Auriemma A, Iodice P, Ciaramella F, Abbate G, Catalano G: Amifostine: A selective cytoprotective agent of normal tissues from chemo-radiotherapy induced toxicity (Review). Oncol Rep. 1999 Nov-Dec;6(6):1357-62. [PubMed:10523712 ]
  3. Santini V, Giles FJ: The potential of amifostine: from cytoprotectant to therapeutic agent. Haematologica. 1999 Nov;84(11):1035-42. [PubMed:10553165 ]
  4. Plasswilm L, Hanjalic A, Hoeper J, Cordes N, Tannapfel A: Microvessel density and endothelial cell proliferation after amifostine (Ethyol) administration in vivo. Anticancer Res. 1999 Sep-Oct;19(5B):4241-5. [PubMed:10628381 ]
  5. Buschini A, Anceschi E, Carlo-Stella C, Regazzi E, Rizzoli V, Poli P, Rossi C: Amifostine (WR-2721) selective protection against melphalan genotoxicity. Leukemia. 2000 Sep;14(9):1642-51. [PubMed:10995012 ]
Enzyme Details
3. Ectonucleotide pyrophosphatase/phosphodiesterase family member 1
General function:
Involved in catalytic activity
Specific function:
Involved primarily in ATP hydrolysis at the plasma membrane. Plays a role in regulating pyrophosphate levels, and functions in bone mineralization and soft tissue calcification. In vitro, has a broad specificity, hydrolyzing other nucleoside 5' triphosphates such as GTP, CTP, TTP and UTP to their corresponding monophosphates with release of pyrophosphate and diadenosine polyphosphates, and also 3',5'-cAMP to AMP. May also be involved in the regulation of the availability of nucleotide sugars in the endoplasmic reticulum and Golgi, and the regulation of purinergic signaling. Appears to modulate insulin sensitivity.
Gene Name:
ENPP1
Uniprot ID:
P22413
Molecular weight:
104923.58
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]