CHEBI:23359 - colchicine

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ChEBI Name colchicine
ChEBI ID CHEBI:23359
Definition An alkaloid that is a carbotricyclic compound comprising 5,6,7,9-tetrahydrobenzo[a]heptalene having four methoxy substituents at the 1-, 2-, 3- and 10-positions as well as an oxo group at the 9-position and an acetamido group at the 7-position. It has been isolated from the plants belonging to genus Colchicum.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H25NO6
Net Charge 0
Average Mass 399.43704
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)
InChIKey IAKHMKGGTNLKSZ-UHFFFAOYSA-N
SMILES COc1cc2CCC(NC(C)=O)c3cc(=O)c(OC)ccc3-c2c(OC)c1OC
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
microtubule-destabilising agent
Any substance that interacts with tubulin to inhibit polymerisation of microtubules.
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 colchicine (CHEBI:23359) has role microtubule-destabilising agent (CHEBI:61951)
colchicine (CHEBI:23359) has role plant metabolite (CHEBI:76924)
colchicine (CHEBI:23359) is a acetamides (CHEBI:22160)
colchicine (CHEBI:23359) is a alkaloid (CHEBI:22315)
colchicine (CHEBI:23359) is a aromatic ether (CHEBI:35618)
colchicine (CHEBI:23359) is a carbotricyclic compound (CHEBI:38032)
Incoming (R)-colchicine (CHEBI:51074) is a colchicine (CHEBI:23359)
(S)-colchicine (CHEBI:27882) is a colchicine (CHEBI:23359)
IUPAC Name
N-(1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide
Manual Xrefs Databases
DB01394 DrugBank
HMDB0015466 HMDB
LSM-6449 LINCS
View more database links
Registry Numbers Types Sources
2228812 Beilstein Registry Number Beilstein
2228812 Reaxys Registry Number Reaxys
54192-66-4 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
10680067 PubMed citation Europe PMC
24074178 PubMed citation Europe PMC
7200520 PubMed citation Europe PMC
9819133 PubMed citation Europe PMC
Last Modified
25 February 2016