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CHEBI:66179 - sch 725432

ChEBI IDCHEBI:66179
ChEBI Namesch 725432
Stars
DefinitionA sesquiterpenoid based on the caryophyllene ring system. Isolated from the fungal fermentation broth of Chrysosporium pilosum, it exhibits antifungal activity.
Last Modified6 February 2018
DownloadsMolfile
FormulaC15H24O3
Net Charge0
Average Mass252.354
Monoisotopic Mass252.17254
SMILES[H][C@@]12CC(C)(C)[C@@]1([H])CC/C(C)=C\C(=O)[C@@H](O)[C@H]2CO
InChIInChI=1S/C15H24O3/c1-9-4-5-12-10(7-15(12,2)3)11(8-16)14(18)13(17)6-9/h6,10-12,14,16,18H,4-5,7-8H2,1-3H3/b9-6-/t10-,11-,12-,14-/m0/s1
InChIKeyRCNNSAWFPVOGAA-QCDYRJBNSA-N
Species of MetaboliteComponentSourceComments
Chrysosporium pilosum (ncbitaxon:108923) - PubMed (19183048)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
ChEBI Ontology
Outgoing Relation(s)
sch 725432 (CHEBI:66179) has role antifungal agent (CHEBI:35718)
sch 725432 (CHEBI:66179) has role metabolite (CHEBI:25212)
sch 725432 (CHEBI:66179) is a carbobicyclic compound (CHEBI:36785)
sch 725432 (CHEBI:66179) is a enone (CHEBI:51689)
sch 725432 (CHEBI:66179) is a primary alcohol (CHEBI:15734)
sch 725432 (CHEBI:66179) is a secondary alcohol (CHEBI:35681)
sch 725432 (CHEBI:66179) is a secondary α-hydroxy ketone (CHEBI:2468)
sch 725432 (CHEBI:66179) is a sesquiterpenoid (CHEBI:26658)
IUPAC Name 
(1R,2R,3S,5Z,9S)-3-hydroxy-2-(hydroxymethyl)-6,10,10-trimethylbicyclo[7.2.0]undec-5-en-4-one
Citations