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cisplatin (CHEBI:27899)

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ChEBI Name cisplatin
ChEBI ID CHEBI:27899
Definition A diamminedichloroplatinum compound in which the two ammine ligands and two chloro ligands are oriented in a cis planar configuration around the central platinum ion. An anticancer drug that interacts with, and forms cross-links between, DNA and proteins, it is used as a neoplasm inhibitor to treat solid tumours, primarily of the testis and ovary.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:3722, CHEBI:23314
Supplier Information
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Formulae Sources
Cl2H6N2Pt ChEBI
H6Cl2N2Pt KEGG COMPOUND
Net Charge 0
Average Mass 300.04452
InChI
InChI=1S/2ClH.2H3N.Pt/h2*1H;2*1H3;/q;;;;+2/p-2
InChIKey
LXZZYRPGZAFOLE-UHFFFAOYSA-L
SMILES
[H][N]([H])([H])[Pt](Cl)(Cl)[N]([H])([H])[H]
Roles Classification
Biological Role(s): genotoxin
A role played by a chemical compound to induce direct or indirect DNA damage. Such damage can potentially lead to the formation of a malignant tumour, but DNA damage does not lead inevitably to the creation of cancerous cells.
alkylating agent
Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases.
nephrotoxin
A poison that interferes with the function of the kidneys.
mutagen
An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
Application(s): cross-linking reagent
A reagent with two reactive groups, usually at opposite ends of the molecule, that are capable of reacting with and thereby forming bridges between macromolecules, principally side chains of amino acids in proteins, allowing the locations of naturally reactive areas within the proteins to be identified.
photosensitizing agent
A chemical compound that can be excited by light of a specific wavelength and subsequently transfer energy to a chosen reactant. This is commonly molecular oxygen within a cancer tissue, which is converted to (highly rective) singlet state oxygen. This rapidly reacts with any nearby biomolecules, ultimately killing the cancer cells.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing cisplatin (CHEBI:27899) has role alkylating agent (CHEBI:22333)
cisplatin (CHEBI:27899) has role antineoplastic agent (CHEBI:35610)
cisplatin (CHEBI:27899) has role cross-linking reagent (CHEBI:50684)
cisplatin (CHEBI:27899) has role genotoxin (CHEBI:50902)
cisplatin (CHEBI:27899) has role mutagen (CHEBI:25435)
cisplatin (CHEBI:27899) has role nephrotoxin (CHEBI:61015)
cisplatin (CHEBI:27899) has role photosensitizing agent (CHEBI:47868)
cisplatin (CHEBI:27899) is a diamminedichloroplatinum (CHEBI:51214)
IUPAC Names
(SP-4-2)-diamminedichloridoplatinum
(SP-4-2)-diamminedichloroplatinum
cis-diamminedichloridoplatinum(II)
cis-diamminedichloroplatinum(II)
INNs Sources
cisplatin ChemIDplus
cisplatine ChemIDplus
cisplatino ChemIDplus
cisplatinum ChemIDplus
Synonyms Sources
[PtCl2(NH3)2] KEGG COMPOUND
CDDP KEGG COMPOUND
cis-[PtCl2(NH3)2] MolBase
cis-DDP ChemIDplus
cis-diamminedichloroplatinum ChemIDplus
cis-Diamminedichloroplatinum(II) KEGG COMPOUND
cis-diammineplatinum(II) dichloride ChemIDplus
cis-dichlorodiammineplatinum(II) ChemIDplus
cis-platin ChEBI
Cisplatin KEGG COMPOUND
Peyrone's chloride ChemIDplus
Peyrone's salt ChEBI
Platamine DrugBank
Brand Names Sources
Briplatin ChemIDplus
Cismaplat DrugBank
Lederplatin DrugBank
Neoplatin DrugBank
Platinex DrugBank
Platinol KEGG DRUG
Randa DrugBank
Database Links Databases
25 MolBase
C06911 KEGG COMPOUND
Cisplatin Wikipedia
CPD0-1392 MetaCyc
D00275 KEGG DRUG
DB00515 DrugBank
DE2318020 Patent
DE2329485 Patent
HMDB14656 HMDB
View more database links
Registry Numbers Types Sources
11324567 Reaxys Registry Number Reaxys
15663-27-1 CAS Registry Number KEGG COMPOUND
15663-27-1 CAS Registry Number ChemIDplus
2519 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
10883661 PubMed citation CiteXplore
12537968 PubMed citation CiteXplore
12831510 PubMed citation CiteXplore
12935404 PubMed citation CiteXplore
16327988 PubMed citation CiteXplore
18472761 PubMed citation CiteXplore
1855275 PubMed citation CiteXplore
23554447 PubMed citation CiteXplore
23604226 PubMed citation CiteXplore
23651576 PubMed citation CiteXplore
Last Modified
28 July 2014

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