CHEBI:27899 - cisplatin

ChEBI IDCHEBI:27899
ChEBI Namecisplatin
Stars
DefinitionA 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).
Secondary ChEBI IDsCHEBI:3722, CHEBI:23314
Last Modified12 September 2024
DownloadsMolfile
FormulaH6Cl2N2Pt
Net Charge0
Average Mass300.046
Monoisotopic Mass298.95559
SMILES[H][N]([H])([H])[Pt]([Cl])([Cl])[N]([H])([H])[H]
InChIInChI=1S/2ClH.2H3N.Pt/h2*1H;2*1H3;/q;;;;+2/p-2
InChIKeyLXZZYRPGZAFOLE-UHFFFAOYSA-L
Wikipedia
Roles Classification
Biological Roles:
nephrotoxic agent  A role played by any chemical compound (natural or synthetic) exhibiting itself through the ability to induce damage to the kidneys.
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.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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.
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.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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.
ChEBI Ontology
Outgoing Relation(s)
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 nephrotoxic agent (CHEBI:50909)
cisplatin (CHEBI:27899) has role photosensitizing agent (CHEBI:47868)
cisplatin (CHEBI:27899) is a diamminedichloroplatinum (CHEBI:51214)
IUPAC Names 
cis-diamminedichloroplatinum(II)
(SP-4-2)-diamminedichloroplatinum
cis-diamminedichloridoplatinum(II)
(SP-4-2)-diamminedichloridoplatinum
INNs  Source
cisplatineChemIDplus
cisplatinumChemIDplus
cisplatinChemIDplus
cisplatinoChemIDplus
Synonyms  Source
CisplatinKEGG COMPOUND
cis-[PtCl2(NH3)2]MolBase
cis-dichlorodiammineplatinum(II)ChemIDplus
cis-diamminedichloroplatinumChemIDplus
cis-diammineplatinum(II) dichlorideChemIDplus
cis-DDPChemIDplus
Brand Names  Source
PlatinolKEGG DRUG
BriplatinChemIDplus
CismaplatDrugBank
LederplatinDrugBank
RandaDrugBank
PlatinexDrugBank
Manual XrefsDatabases
C06911KEGG COMPOUND
25MolBase
DB00515DrugBank
DE2318020Patent
DE2329485Patent
D00275KEGG DRUG
CPD0-1392MetaCyc
HMDB0014656HMDB
CisplatinWikipedia
Registry NumbersSources
Gmelin:2519Gmelin
Reaxys:11324567Reaxys
CAS:15663-27-1KEGG COMPOUND
CAS:15663-27-1ChemIDplus
Citations