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CHEBI:28445 - vincristine

ChEBI IDCHEBI:28445
ChEBI Namevincristine
Stars
DefinitionA vinca alkaloid with formula C46H56N4O10 found in the Madagascar periwinkle, Catharanthus roseus. It is used (commonly as the corresponding sulfate salt)as a chemotherapy drug for the treatment of leukaemia, lymphoma, myeloma, breast cancer and head and neck cancer.
Secondary ChEBI IDsCHEBI:9987, CHEBI:27289
Last Modified9 August 2019
DownloadsMolfile
FormulaC46H56N4O10
Net Charge0
Average Mass824.972
Monoisotopic Mass824.39964
SMILES[H][C@@]12N(C=O)c3cc(OC)c([C@@]4(C(=O)OC)C[C@@H]5C[N@](CCc6c4nc4ccccc64)C[C@](O)(CC)C5)cc3[C@@]13CCN1CC=C[C@@](CC)([C@@H](OC(C)=O)[C@]2(O)C(=O)OC)[C@]13[H]
InChIInChI=1S/C46H56N4O10/c1-7-42(55)22-28-23-45(40(53)58-5,36-30(14-18-48(24-28)25-42)29-12-9-10-13-33(29)47-36)32-20-31-34(21-35(32)57-4)50(26-51)38-44(31)16-19-49-17-11-15-43(8-2,37(44)49)39(60-27(3)52)46(38,56)41(54)59-6/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3/t28-,37+,38-,39-,42+,43-,44-,45+,46+/m1/s1
InChIKeyOGWKCGZFUXNPDA-XQKSVPLYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
microtubule-destabilising agent  Any substance that interacts with tubulin to inhibit polymerisation of microtubules.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
tubulin modulator  Any substance that interacts with tubulin to inhibit or promote polymerisation of microtubules.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
drug  Any substance which when absorbed into a living organism may modify one or more of its functions. The term is generally accepted for a substance taken for a therapeutic purpose, but is also commonly used for abused substances.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
vincristine (CHEBI:28445) has parent hydride vincaleukoblastine (CHEBI:27375)
vincristine (CHEBI:28445) has role antineoplastic agent (CHEBI:35610)
vincristine (CHEBI:28445) has role drug (CHEBI:23888)
vincristine (CHEBI:28445) has role microtubule-destabilising agent (CHEBI:61951)
vincristine (CHEBI:28445) has role plant metabolite (CHEBI:76924)
vincristine (CHEBI:28445) has role tubulin modulator (CHEBI:60832)
vincristine (CHEBI:28445) is a acetate ester (CHEBI:47622)
vincristine (CHEBI:28445) is a formamides (CHEBI:24079)
vincristine (CHEBI:28445) is a methyl ester (CHEBI:25248)
vincristine (CHEBI:28445) is a organic heteropentacyclic compound (CHEBI:38164)
vincristine (CHEBI:28445) is a organic heterotetracyclic compound (CHEBI:38163)
vincristine (CHEBI:28445) is a tertiary alcohol (CHEBI:26878)
vincristine (CHEBI:28445) is a tertiary amino compound (CHEBI:50996)
vincristine (CHEBI:28445) is a vinca alkaloid (CHEBI:27288)
vincristine (CHEBI:28445) is conjugate base of vincristine(2+) (CHEBI:143658)
Incoming Relation(s)
vincristine(2+) (CHEBI:143658) is conjugate acid of vincristine (CHEBI:28445)
IUPAC Name 
22-oxovincaleukoblastine
Synonyms  Source
VincristineKEGG COMPOUND
22-OxovincaleukoblastineKEGG COMPOUND
leurocristineChemIDplus
vincristinDrugCentral
vinkristinDrugCentral
22-oxo-vincaleukoblastineDrugCentral
Manual XrefsDatabases
C07204KEGG COMPOUND
DB00541DrugBank
D08679KEGG DRUG
C00001783KNApSAcK
2825DrugCentral
CPD-19894MetaCyc
VincristineWikipedia
HMDB0014681HMDB
Registry NumbersSources
Beilstein:4779289Beilstein
CAS:57-22-7KEGG COMPOUND
CAS:57-22-7ChemIDplus
Citations