Jump To Section:

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:55 UTC

HMDB ID

HMDB0015274

Secondary Accession Numbers

HMDB15274

Metabolite Identification

Common Name

Amifostine

Description

Amifostine 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

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

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

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Amifostina	ChEBI
Amifostinum	ChEBI
Ethyol	ChEBI
Amifostine ethiofos	HMDB
Aminopropylaminoethyl thiophosphate	HMDB
Apaetp	HMDB
Ethiofos	HMDB
Gammaphos	HMDB
SAPEP	HMDB
WR-1065	HMDB
Alza brand OF amifostine	HMDB
Amifostine disodium salt	HMDB
Amifostine trihydrate	HMDB
Anhydrous, amifostine	HMDB
Anhydrous, ethiofos	HMDB
Monohydrochloride, amifostine	HMDB
S-(N-(3-Aminopropyl)-2-aminoethyl)thiophosphoric acid	HMDB
Schering plough brand OF amifostine	HMDB
Amifostine alza brand	HMDB
Amifostine monohydrochloride	HMDB
Disodium salt, amifostine	HMDB
Trihydrate, amifostine	HMDB
US bioscience brand OF amifostine	HMDB
Amifostine lilly brand	HMDB
Aminopropylaminoethylthiophosphoric acid	HMDB
Essex brand OF amifostine	HMDB
Ethiofos anhydrous	HMDB
Lilly brand OF amifostine	HMDB
Schering-plough brand OF amifostine	HMDB
Amifostine anhydrous	HMDB
Amifostine essex brand	HMDB
Amifostine monohydrate	HMDB
Amifostine schering-plough brand	HMDB
Aminopropyl aminoethylthiophosphate	HMDB
Aminopropylaminoethylthiophosphate	HMDB
Monohydrate, amifostine	HMDB
Acid, aminopropylaminoethylthiophosphoric	HMDB
Ethanethiol, 2-((3-aminopropyl)amino)-, dihydrogen phosphate (ester), trihydrate	HMDB

Chemical Formula

C₅H₁₅N₂O₃PS

Average Molecular Weight

214.223

Monoisotopic Molecular Weight

214.054099558

IUPAC Name

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

Traditional Name

amifostine

CAS Registry Number

20537-88-6

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 Key

JKOQGQFVAUAYPM-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.

Kingdom

Organic compounds

Super Class

Organophosphorus compounds

Class

Organothiophosphorus compounds

Sub Class

Not Available

Direct Parent

Organothiophosphorus 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 Framework

Aliphatic acyclic compounds

External Descriptors

organic thiophosphate (CHEBI:2636 )
diamine (CHEBI:2636 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015274)

Source

Exogenous

Exogenous (HMDB: HMDB0015274)

Process

Not Available

Role

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	18.7 g/L	Not Available
LogP	-1.9	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	18.7 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-3.7	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	2.06	ChemAxon
pKa (Strongest Basic)	11.01	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	95.58 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	51.28 m³·mol⁻¹	ChemAxon
Polarizability	21.01 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	146.749	31661259
DarkChem	[M-H]-	141.203	31661259
DeepCCS	[M+H]+	139.408	30932474
DeepCCS	[M-H]-	136.23	30932474
DeepCCS	[M-2H]-	173.31	30932474
DeepCCS	[M+Na]+	148.245	30932474
AllCCS	[M+H]+	143.6	32859911
AllCCS	[M+H-H2O]+	140.3	32859911
AllCCS	[M+NH4]+	146.7	32859911
AllCCS	[M+Na]+	147.6	32859911
AllCCS	[M-H]-	144.7	32859911
AllCCS	[M+Na-2H]-	146.5	32859911
AllCCS	[M+HCOO]-	148.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Amifostine	NCCCNCCSP(O)(O)=O	2948.7	Standard polar	33892256
Amifostine	NCCCNCCSP(O)(O)=O	1982.7	Standard non polar	33892256
Amifostine	NCCCNCCSP(O)(O)=O	2094.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Amifostine,1TMS,isomer #1	C[Si](C)(C)OP(=O)(O)SCCNCCCN	2059.8	Semi standard non polar	33892256
Amifostine,1TMS,isomer #1	C[Si](C)(C)OP(=O)(O)SCCNCCCN	1980.2	Standard non polar	33892256
Amifostine,1TMS,isomer #1	C[Si](C)(C)OP(=O)(O)SCCNCCCN	3277.3	Standard polar	33892256
Amifostine,1TMS,isomer #2	C[Si](C)(C)NCCCNCCSP(=O)(O)O	2169.9	Semi standard non polar	33892256
Amifostine,1TMS,isomer #2	C[Si](C)(C)NCCCNCCSP(=O)(O)O	2002.9	Standard non polar	33892256
Amifostine,1TMS,isomer #2	C[Si](C)(C)NCCCNCCSP(=O)(O)O	3415.6	Standard polar	33892256
Amifostine,1TMS,isomer #3	C[Si](C)(C)N(CCCN)CCSP(=O)(O)O	2117.9	Semi standard non polar	33892256
Amifostine,1TMS,isomer #3	C[Si](C)(C)N(CCCN)CCSP(=O)(O)O	1937.2	Standard non polar	33892256
Amifostine,1TMS,isomer #3	C[Si](C)(C)N(CCCN)CCSP(=O)(O)O	3583.9	Standard polar	33892256
Amifostine,2TMS,isomer #1	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCNCCCN	2114.6	Semi standard non polar	33892256
Amifostine,2TMS,isomer #1	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCNCCCN	2092.2	Standard non polar	33892256
Amifostine,2TMS,isomer #1	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCNCCCN	2874.7	Standard polar	33892256
Amifostine,2TMS,isomer #2	C[Si](C)(C)NCCCNCCSP(=O)(O)O[Si](C)(C)C	2202.6	Semi standard non polar	33892256
Amifostine,2TMS,isomer #2	C[Si](C)(C)NCCCNCCSP(=O)(O)O[Si](C)(C)C	2162.5	Standard non polar	33892256
Amifostine,2TMS,isomer #2	C[Si](C)(C)NCCCNCCSP(=O)(O)O[Si](C)(C)C	2776.4	Standard polar	33892256
Amifostine,2TMS,isomer #3	C[Si](C)(C)OP(=O)(O)SCCN(CCCN)[Si](C)(C)C	2101.7	Semi standard non polar	33892256
Amifostine,2TMS,isomer #3	C[Si](C)(C)OP(=O)(O)SCCN(CCCN)[Si](C)(C)C	2101.6	Standard non polar	33892256
Amifostine,2TMS,isomer #3	C[Si](C)(C)OP(=O)(O)SCCN(CCCN)[Si](C)(C)C	3060.5	Standard polar	33892256
Amifostine,2TMS,isomer #4	C[Si](C)(C)N(CCCNCCSP(=O)(O)O)[Si](C)(C)C	2286.2	Semi standard non polar	33892256
Amifostine,2TMS,isomer #4	C[Si](C)(C)N(CCCNCCSP(=O)(O)O)[Si](C)(C)C	2183.4	Standard non polar	33892256
Amifostine,2TMS,isomer #4	C[Si](C)(C)N(CCCNCCSP(=O)(O)O)[Si](C)(C)C	3237.4	Standard polar	33892256
Amifostine,2TMS,isomer #5	C[Si](C)(C)NCCCN(CCSP(=O)(O)O)[Si](C)(C)C	2251.6	Semi standard non polar	33892256
Amifostine,2TMS,isomer #5	C[Si](C)(C)NCCCN(CCSP(=O)(O)O)[Si](C)(C)C	2181.3	Standard non polar	33892256
Amifostine,2TMS,isomer #5	C[Si](C)(C)NCCCN(CCSP(=O)(O)O)[Si](C)(C)C	3243.4	Standard polar	33892256
Amifostine,3TMS,isomer #1	C[Si](C)(C)NCCCNCCSP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2223.4	Semi standard non polar	33892256
Amifostine,3TMS,isomer #1	C[Si](C)(C)NCCCNCCSP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2258.1	Standard non polar	33892256
Amifostine,3TMS,isomer #1	C[Si](C)(C)NCCCNCCSP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2363.3	Standard polar	33892256
Amifostine,3TMS,isomer #2	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCN(CCCN)[Si](C)(C)C	2127.0	Semi standard non polar	33892256
Amifostine,3TMS,isomer #2	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCN(CCCN)[Si](C)(C)C	2188.2	Standard non polar	33892256
Amifostine,3TMS,isomer #2	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCN(CCCN)[Si](C)(C)C	2743.1	Standard polar	33892256
Amifostine,3TMS,isomer #3	C[Si](C)(C)OP(=O)(O)SCCNCCCN([Si](C)(C)C)[Si](C)(C)C	2318.1	Semi standard non polar	33892256
Amifostine,3TMS,isomer #3	C[Si](C)(C)OP(=O)(O)SCCNCCCN([Si](C)(C)C)[Si](C)(C)C	2284.8	Standard non polar	33892256
Amifostine,3TMS,isomer #3	C[Si](C)(C)OP(=O)(O)SCCNCCCN([Si](C)(C)C)[Si](C)(C)C	2668.2	Standard polar	33892256
Amifostine,3TMS,isomer #4	C[Si](C)(C)NCCCN(CCSP(=O)(O)O[Si](C)(C)C)[Si](C)(C)C	2238.3	Semi standard non polar	33892256
Amifostine,3TMS,isomer #4	C[Si](C)(C)NCCCN(CCSP(=O)(O)O[Si](C)(C)C)[Si](C)(C)C	2284.4	Standard non polar	33892256
Amifostine,3TMS,isomer #4	C[Si](C)(C)NCCCN(CCSP(=O)(O)O[Si](C)(C)C)[Si](C)(C)C	2697.8	Standard polar	33892256
Amifostine,3TMS,isomer #5	C[Si](C)(C)N(CCCN([Si](C)(C)C)[Si](C)(C)C)CCSP(=O)(O)O	2404.2	Semi standard non polar	33892256
Amifostine,3TMS,isomer #5	C[Si](C)(C)N(CCCN([Si](C)(C)C)[Si](C)(C)C)CCSP(=O)(O)O	2382.7	Standard non polar	33892256
Amifostine,3TMS,isomer #5	C[Si](C)(C)N(CCCN([Si](C)(C)C)[Si](C)(C)C)CCSP(=O)(O)O	3061.7	Standard polar	33892256
Amifostine,4TMS,isomer #1	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCNCCCN([Si](C)(C)C)[Si](C)(C)C	2344.0	Semi standard non polar	33892256
Amifostine,4TMS,isomer #1	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCNCCCN([Si](C)(C)C)[Si](C)(C)C	2349.6	Standard non polar	33892256
Amifostine,4TMS,isomer #1	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCNCCCN([Si](C)(C)C)[Si](C)(C)C	2324.2	Standard polar	33892256
Amifostine,4TMS,isomer #2	C[Si](C)(C)NCCCN(CCSP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C	2267.3	Semi standard non polar	33892256
Amifostine,4TMS,isomer #2	C[Si](C)(C)NCCCN(CCSP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C	2340.6	Standard non polar	33892256
Amifostine,4TMS,isomer #2	C[Si](C)(C)NCCCN(CCSP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C	2336.1	Standard polar	33892256
Amifostine,4TMS,isomer #3	C[Si](C)(C)OP(=O)(O)SCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2441.4	Semi standard non polar	33892256
Amifostine,4TMS,isomer #3	C[Si](C)(C)OP(=O)(O)SCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2418.7	Standard non polar	33892256
Amifostine,4TMS,isomer #3	C[Si](C)(C)OP(=O)(O)SCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2595.7	Standard polar	33892256
Amifostine,5TMS,isomer #1	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2483.1	Semi standard non polar	33892256
Amifostine,5TMS,isomer #1	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2433.6	Standard non polar	33892256
Amifostine,5TMS,isomer #1	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)SCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2321.1	Standard polar	33892256
Amifostine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O)SCCNCCCN	2299.7	Semi standard non polar	33892256
Amifostine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O)SCCNCCCN	2170.5	Standard non polar	33892256
Amifostine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O)SCCNCCCN	3335.7	Standard polar	33892256
Amifostine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O)O	2405.9	Semi standard non polar	33892256
Amifostine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O)O	2213.3	Standard non polar	33892256
Amifostine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O)O	3466.8	Standard polar	33892256
Amifostine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCCN)CCSP(=O)(O)O	2341.3	Semi standard non polar	33892256
Amifostine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCCN)CCSP(=O)(O)O	2166.7	Standard non polar	33892256
Amifostine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCCN)CCSP(=O)(O)O	3655.8	Standard polar	33892256
Amifostine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCNCCCN	2598.9	Semi standard non polar	33892256
Amifostine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCNCCCN	2465.8	Standard non polar	33892256
Amifostine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCNCCCN	2964.0	Standard polar	33892256
Amifostine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O)O[Si](C)(C)C(C)(C)C	2698.5	Semi standard non polar	33892256
Amifostine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O)O[Si](C)(C)C(C)(C)C	2540.2	Standard non polar	33892256
Amifostine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O)O[Si](C)(C)C(C)(C)C	2929.2	Standard polar	33892256
Amifostine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)SCCN(CCCN)[Si](C)(C)C(C)(C)C	2613.5	Semi standard non polar	33892256
Amifostine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)SCCN(CCCN)[Si](C)(C)C(C)(C)C	2501.9	Standard non polar	33892256
Amifostine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)SCCN(CCCN)[Si](C)(C)C(C)(C)C	3171.2	Standard polar	33892256
Amifostine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CCCNCCSP(=O)(O)O)[Si](C)(C)C(C)(C)C	2729.2	Semi standard non polar	33892256
Amifostine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CCCNCCSP(=O)(O)O)[Si](C)(C)C(C)(C)C	2587.0	Standard non polar	33892256
Amifostine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CCCNCCSP(=O)(O)O)[Si](C)(C)C(C)(C)C	3262.5	Standard polar	33892256
Amifostine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NCCCN(CCSP(=O)(O)O)[Si](C)(C)C(C)(C)C	2750.2	Semi standard non polar	33892256
Amifostine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NCCCN(CCSP(=O)(O)O)[Si](C)(C)C(C)(C)C	2605.4	Standard non polar	33892256
Amifostine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NCCCN(CCSP(=O)(O)O)[Si](C)(C)C(C)(C)C	3304.7	Standard polar	33892256
Amifostine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2965.4	Semi standard non polar	33892256
Amifostine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2777.0	Standard non polar	33892256
Amifostine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCNCCSP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2666.7	Standard polar	33892256
Amifostine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCN(CCCN)[Si](C)(C)C(C)(C)C	2859.0	Semi standard non polar	33892256
Amifostine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCN(CCCN)[Si](C)(C)C(C)(C)C	2705.7	Standard non polar	33892256
Amifostine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)SCCN(CCCN)[Si](C)(C)C(C)(C)C	2902.7	Standard polar	33892256
Amifostine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)SCCNCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3002.2	Semi standard non polar	33892256
Amifostine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)SCCNCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2838.3	Standard non polar	33892256
Amifostine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)SCCNCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2876.3	Standard polar	33892256
Amifostine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NCCCN(CCSP(=O)(O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3036.5	Semi standard non polar	33892256
Amifostine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NCCCN(CCSP(=O)(O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2833.2	Standard non polar	33892256
Amifostine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NCCCN(CCSP(=O)(O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2923.6	Standard polar	33892256
Amifostine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCSP(=O)(O)O	3063.7	Semi standard non polar	33892256
Amifostine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCSP(=O)(O)O	2952.8	Standard non polar	33892256
Amifostine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCSP(=O)(O)O	3181.0	Standard polar	33892256
Amifostine,4TBDMS,isomer #1	CC(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)C	3237.5	Semi standard non polar	33892256
Amifostine,4TBDMS,isomer #1	CC(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)C	3003.1	Standard non polar	33892256
Amifostine,4TBDMS,isomer #1	CC(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)C	2685.6	Standard polar	33892256
Amifostine,4TBDMS,isomer #2	CC(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)C	3236.3	Semi standard non polar	33892256
Amifostine,4TBDMS,isomer #2	CC(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)C	2976.7	Standard non polar	33892256
Amifostine,4TBDMS,isomer #2	CC(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)C	2728.5	Standard polar	33892256
Amifostine,4TBDMS,isomer #3	CC(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)C	3327.0	Semi standard non polar	33892256
Amifostine,4TBDMS,isomer #3	CC(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)C	3102.6	Standard non polar	33892256
Amifostine,4TBDMS,isomer #3	CC(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)C	2873.7	Standard polar	33892256
Amifostine,5TBDMS,isomer #1	CC(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)C	3549.1	Semi standard non polar	33892256
Amifostine,5TBDMS,isomer #1	CC(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)C	3182.5	Standard non polar	33892256
Amifostine,5TBDMS,isomer #1	CC(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)C	2762.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Amifostine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9300000000-8f3e83d23b65b9a18769	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Amifostine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Amifostine LC-ESI-QQ , positive-QTOF	splash10-0002-0900000000-5350b8c906608c1eb7e4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Amifostine LC-ESI-QQ , positive-QTOF	splash10-0002-0900000000-bcddc871edb434e577ae	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Amifostine LC-ESI-QQ , positive-QTOF	splash10-0002-2900000000-58ff84f991edcac36e7d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Amifostine LC-ESI-QQ , positive-QTOF	splash10-05nb-9200000000-ef847b9b156a08e7fa17	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Amifostine LC-ESI-QQ , positive-QTOF	splash10-0a4l-9000000000-c58215f6bca055f13ab7	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifostine 10V, Positive-QTOF	splash10-014s-2930000000-d9f7a8f51a3e0639844f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifostine 20V, Positive-QTOF	splash10-0kal-9500000000-deee317641b354488f7c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifostine 40V, Positive-QTOF	splash10-0a4l-9200000000-b4b822595957219239b7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifostine 10V, Negative-QTOF	splash10-03di-7690000000-f26c0991b61c8d4975ac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifostine 20V, Negative-QTOF	splash10-003s-7900000000-4a37816d6ed768e56c53	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifostine 40V, Negative-QTOF	splash10-05dm-9800000000-940b1a6dd1f6e79e9c0f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifostine 10V, Positive-QTOF	splash10-014i-0390000000-2033745753817e8b82af	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifostine 20V, Positive-QTOF	splash10-001i-9100000000-220c1777754513503a2d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifostine 40V, Positive-QTOF	splash10-08fr-9000000000-8b437daef02c3cdba4c4	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifostine 10V, Negative-QTOF	splash10-03di-0090000000-c0bd8a7c35f5f698e7fb	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifostine 20V, Negative-QTOF	splash10-004i-9300000000-19aa33fa42f40d1742f5	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifostine 40V, Negative-QTOF	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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 DB01143	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01143	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01143

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2056

KEGG Compound ID

C06819

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Amifostine

METLIN ID

Not Available

PubChem Compound

2141

PDB ID

Not Available

ChEBI ID

2636

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

Santini V, Giles FJ: The potential of amifostine: from cytoprotectant to therapeutic agent. Haematologica. 1999 Nov;84(11):1035-42. [PubMed:10553165 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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

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

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 ]
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 ]
Santini V, Giles FJ: The potential of amifostine: from cytoprotectant to therapeutic agent. Haematologica. 1999 Nov;84(11):1035-42. [PubMed:10553165 ]
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 ]
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

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 ]
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 ]

Showing metabocard for Amifostine (HMDB0015274)

MOL for HMDB0015274 (Amifostine)

3D MOL for HMDB0015274 (Amifostine)

3D SDF for HMDB0015274 (Amifostine)

3D-SDF for HMDB0015274 (Amifostine)

PDB for HMDB0015274 (Amifostine)

3D PDB for HMDB0015274 (Amifostine)

SMILES for HMDB0015274 (Amifostine)

INCHI for HMDB0015274 (Amifostine)

Structure for HMDB0015274 (Amifostine)

3D Structure for HMDB0015274 (Amifostine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References

References