CHEBI:65773 - 3,5-dihydroxy-2-(1'-oxo-3'-hexadecenyl)-2-cyclohexene-1-one

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 3,5-dihydroxy-2-(1'-oxo-3'-hexadecenyl)-2-cyclohexene-1-one
ChEBI ID CHEBI:65773
Definition A polyketide that consists of cyclohex-2-en-1-one substituted by hydroxy groups at positions 3 and 5 and a hexadec-3-enoyl group at position 2 (the 3E stereoisomer). It is isolated form the leaves of Virola sebifera an exhibits cytotoxic activity against human tumour cells.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C22H36O4
Net Charge 0
Average Mass 364.51880
Monoisotopic Mass 364.26136
InChI InChI=1S/C22H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(24)22-20(25)16-18(23)17-21(22)26/h13-14,18,23,25H,2-12,15-17H2,1H3/b14-13+
InChIKey YEFDDSMURKQPEL-BUHFOSPRSA-N
SMILES CCCCCCCCCCCC\C=C\CC(=O)C1=C(O)CC(O)CC1=O
Metabolite of Species Details
Virola sebifera (NCBI:txid224866) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3,5-dihydroxy-2-(1'-oxo-3'-hexadecenyl)-2-cyclohexene-1-one (CHEBI:65773) has role antineoplastic agent (CHEBI:35610)
3,5-dihydroxy-2-(1'-oxo-3'-hexadecenyl)-2-cyclohexene-1-one (CHEBI:65773) has role metabolite (CHEBI:25212)
3,5-dihydroxy-2-(1'-oxo-3'-hexadecenyl)-2-cyclohexene-1-one (CHEBI:65773) is a enol (CHEBI:33823)
3,5-dihydroxy-2-(1'-oxo-3'-hexadecenyl)-2-cyclohexene-1-one (CHEBI:65773) is a enone (CHEBI:51689)
3,5-dihydroxy-2-(1'-oxo-3'-hexadecenyl)-2-cyclohexene-1-one (CHEBI:65773) is a polyketide (CHEBI:26188)
IUPAC Name
2-[(3E)-hexadec-3-enoyl]-3,5-dihydroxycyclohex-2-en-1-one
Citation Waiting for Citations Type Source
17685388 PubMed citation Europe PMC
Last Modified
03 April 2013