Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR0332)
Drug Name
Cisplatin
Synonyms
Cismaplat; Cisplatin, 1; Cisplatine; Cisplatino; Cisplatinum; LXZZYRPGZAFOLE-UHFFFAOYSA-L; Lederplatin; Peyrone's chloride; Peyrone's salt; Platamine; cis-Dichlorodiammineplatinum(II); cis-Platin; cis-[PtCl2(NH3)2]; cis-diamminedichloridoplatinum(II); trans-DDP, 8; trans-platin; (SP-4-1)-diamminedichloroplatinum; (SP-4-2)-diamminedichloroplatinum; BDBM92386; CHEBI:27899; CHEBI:35852; Epitope ID:194799; Epitope ID:194800; trans-Platinum(II) diamminedichloride; trans-diamminedichloridoplatinum(II)
Indication Lung cancer [ICD11: 2C25] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 300 Topological Polar Surface Area 2
Heavy Atom Count 5 Rotatable Bond Count 0
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
441203
PubChem SID
7783791 ; 8139843 ; 8144441 ; 14718343 ; 17405476 ; 36885096 ; 57393766 ; 74440810 ; 134337530 ; 137007875 ; 137521154 ; 139486572 ; 160844883 ; 160844890 ; 175444044 ; 175444045 ; 249871544 ; 252401149
ChEBI ID
ChEBI:27899
CAS Number
15663-27-1
TTD Drug ID
D0U5HU
Formula
Cl2H6N2Pt+2
Canonical SMILES
N.N.Cl[Pt+2]Cl
InChI
1S/2ClH.2H3N.Pt/h2*1H;2*1H3;/q;;;;+4/p-2
InChIKey
BSJGASKRWFKGMV-UHFFFAOYSA-L
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Aquated cisplatin DM005416 N. A. Unclear 1 [3]
Bismethionine cisplatin DM005418 N. A. Unclear 1 [3]
Monomethionine cisplatin DM005417 N. A. Unclear 1 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005751 Cisplatin Aquated cisplatin Unclear CYP3A4 [3]
MR005752 Cisplatin Monomethionine cisplatin Unclear Unclear [3]
MR005753 Cisplatin Bismethionine cisplatin Unclear Unclear [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2E1 (CYP2E1) DME0013 Homo sapiens
CP2E1_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
Glutathione S-transferase alpha-1 (GSTA1) DME0011 Homo sapiens
GSTA1_HUMAN
2.5.1.18
[4]
Glutathione S-transferase alpha-4 (GSTA4) DME0606 Homo sapiens
GSTA4_HUMAN
2.5.1.18
[5]
Glutathione S-transferase mu-1 (GSTM1) DME0308 Homo sapiens
GSTM1_HUMAN
2.5.1.18
[6]
Glutathione S-transferase pi (GSTP1) DME0088 Homo sapiens
GSTP1_HUMAN
2.5.1.18
[6]
Glutathione S-transferase theta-1 (GSTT1) DME0093 Homo sapiens
GSTT1_HUMAN
2.5.1.18
[6]
Metallothionein-1A (MT1A) DME0094 Homo sapiens
MT1A_HUMAN
1.8.5.1
[7]
Metallothionein-2A (MT2A) DME0095 Homo sapiens
MT2_HUMAN
1.8.5.1
[7]
Myeloperoxidase (MPO) DME0096 Homo sapiens
PERM_HUMAN
1.11.2.2
[8]
Quinone reductase 1 (NQO1) DME0097 Homo sapiens
NQO1_HUMAN
1.6.5.2
[9]
Superoxide dismutase 1 (SOD1) DME0109 Homo sapiens
SODC_HUMAN
1.15.1.1
[9]
⏷ Show the Full List of 12  DME(s)
References
1 Cisplatin was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Cytochrome P450 2E1 null mice provide novel protection against cisplatin-induced nephrotoxicity and apoptosis. Kidney Int. 2003 May;63(5):1687-96.
3 Cytotoxicity, accumulation, and efflux of cisplatin and its metabolites in human ovarian carcinoma cells
4 Role of glutathione S-transferase P1-1 in the cellular detoxification of cisplatin. Mol Cancer Ther. 2008 Oct;7(10):3247-55.
5 GSTA4 mediates reduction of cisplatin ototoxicity in female mice. Nat Commun. 2019 Sep 12;10(1):4150.
6 Glutathione S-transferase genetic polymorphisms and individual sensitivity to the ototoxic effect of cisplatin. Anticancer Drugs. 2000 Sep;11(8):639-43.
7 Role of metallothionein in cisplatin sensitivity of germ-cell tumours. Int J Cancer. 2000 Mar 15;85(6):777-81.
8 Cisplatin reduces Brucella melitensis-infected cell number by inducing apoptosis, oxidant and pro-inflammatory cytokine production. Res Vet Sci. 2010 Apr;88(2):218-26.
9 PharmGKB: A worldwide resource for pharmacogenomic information. Wiley Interdiscip Rev Syst Biol Med. 2018 Jul;10(4):e1417. (ID: PA150642262)

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