CHEBI:27899 - cisplatin

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ChEBI Name cisplatin
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. Commonly but incorrectly described as an alkylating agent due to its mechanism of action (but it lacks alkyl groups).
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:3722, CHEBI:23314
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Formulae Cl2H6N2Pt
Net Charge 0
Average Mass 300.04452
Monoisotopic Mass 298.95560
InChI InChI=1S/2ClH.2H3N.Pt/h2*1H;2*1H3;/q;;;;+2/p-2
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.
A poison that interferes with the function of the kidneys.
ferroptosis inducer
Any substance that induces or promotes ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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.
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ChEBI Ontology
Outgoing cisplatin (CHEBI:27899) has role antineoplastic agent (CHEBI:35610)
cisplatin (CHEBI:27899) has role apoptosis inducer (CHEBI:68495)
cisplatin (CHEBI:27899) has role cross-linking reagent (CHEBI:50684)
cisplatin (CHEBI:27899) has role ferroptosis inducer (CHEBI:173085)
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)
INNs Sources
cisplatin ChemIDplus
cisplatine ChemIDplus
cisplatino ChemIDplus
cisplatinum ChemIDplus
Synonyms Sources
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
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
Manual Xrefs Databases
25 MolBase
Cisplatin Wikipedia
CPD0-1392 MetaCyc
DB00515 DrugBank
DE2318020 Patent
DE2329485 Patent
HMDB0014656 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 Europe PMC
12537968 PubMed citation Europe PMC
12831510 PubMed citation Europe PMC
12935404 PubMed citation Europe PMC
16327988 PubMed citation Europe PMC
18472761 PubMed citation Europe PMC
1855275 PubMed citation Europe PMC
23554447 PubMed citation Europe PMC
23604226 PubMed citation Europe PMC
23651576 PubMed citation Europe PMC
28494534 PubMed citation Europe PMC
Last Modified
07 June 2021