CHEBI:66179 - sch 725432

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name sch 725432
ChEBI ID CHEBI:66179
Definition A sesquiterpenoid based on the caryophyllene ring system. Isolated from the fungal fermentation broth of Chrysosporium pilosum, it exhibits antifungal activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C15H24O3
Net Charge 0
Average Mass 252.34930
Monoisotopic Mass 252.17254
InChI InChI=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
InChIKey RCNNSAWFPVOGAA-QCDYRJBNSA-N
SMILES [H][C@@]12CC(C)(C)[C@@]1([H])CC\C(C)=C/C(=O)[C@@H](O)[C@H]2CO
Metabolite of Species Details
Chrysosporium pilosum (NCBI:txid108923) 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.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 α-hydroxy ketone (CHEBI:2468)
sch 725432 (CHEBI:66179) is a secondary alcohol (CHEBI:35681)
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
Citation Waiting for Citations Type Source
19183048 PubMed citation Europe PMC
Last Modified
06 February 2018