CHEBI:27882 - (S)-colchicine

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ChEBI Name (S)-colchicine
ChEBI ID CHEBI:27882
ChEBI ASCII Name (S)-colchicine
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:3811
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Formula C22H25NO6
Net Charge 0
Average Mass 399.43700
Monoisotopic Mass 399.168
InChI InChI=1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1
InChIKey IAKHMKGGTNLKSZ-INIZCTEOSA-N
SMILES COc1cc2CC[C@H](NC(C)=O)c3cc(=O)c(OC)ccc3-c2c(OC)c1OC
Roles Classification
Biological Role(s): 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.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via colchicine )
microtubule-destabilising agent
Any substance that interacts with tubulin to inhibit polymerisation of microtubules.
(via colchicine )
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (S)-colchicine (CHEBI:27882) has role mutagen (CHEBI:25435)
(S)-colchicine (CHEBI:27882) is a alkaloid (CHEBI:22315)
(S)-colchicine (CHEBI:27882) is a colchicine (CHEBI:23359)
(S)-colchicine (CHEBI:27882) is enantiomer of (R)-colchicine (CHEBI:51074)
Incoming (R)-colchicine (CHEBI:51074) is enantiomer of (S)-colchicine (CHEBI:27882)
IUPAC Name
N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide
Synonyms Sources
(S)-N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)acetamide NIST Chemistry WebBook
H-colchicine NIST Chemistry WebBook
Colchicin ChemIDplus
colchicina DrugBank
Colchicine KEGG COMPOUND
colchicinum DrugBank
Database Links Databases
726 DrugCentral
C00002327 KNApSAcK
C07592 KEGG COMPOUND
Colchicine Wikipedia
D00570 KEGG DRUG
DB01394 DrugBank
LOC PDBeChem
LSM-5199 LINCS
View more database links
Registry Numbers Types Sources
2228813 Beilstein Registry Number Beilstein
64-86-8 CAS Registry Number KEGG COMPOUND
64-86-8 CAS Registry Number ChemIDplus
64-86-8 CAS Registry Number NIST Chemistry WebBook
Last Modified
22 February 2017