EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:38300 - (−)-vernolic acid

Default Structure
ChEBI IDCHEBI:38300
ChEBI Name(−)-vernolic acid
Stars
ASCII Name(-)-vernolic acid
DefinitionAn optically active form of vernolic acid having (12R,13S)-configuration.
Last Modified9 March 2023
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC18H32O3
Net Charge0
Average Mass296.451
Monoisotopic Mass296.23514
SMILESCCCCC[C@@H]1O[C@@H]1C/C=C\CCCCCCCC(=O)O
InChIInChI=1S/C18H32O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h8,11,16-17H,2-7,9-10,12-15H2,1H3,(H,19,20)/b11-8-/t16-,17+/m0/s1
InChIKeyCCPPLLJZDQAOHD-BEBBCNLGSA-N
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
(−)-vernolic acid (CHEBI:38300) is a vernolic acid (CHEBI:38299)
(−)-vernolic acid (CHEBI:38300) is conjugate acid of (−)-vernolate (CHEBI:194416)
(−)-vernolic acid (CHEBI:38300) is enantiomer of (+)-vernolic acid (CHEBI:27706)
Incoming Relation(s)
(−)-vernolate (CHEBI:194416) is conjugate base of (−)-vernolic acid (CHEBI:38300)
(+)-vernolic acid (CHEBI:27706) is enantiomer of (−)-vernolic acid (CHEBI:38300)
IUPAC Name 
(9Z)-11-[(2R,3S)-3-pentyloxiran-2-yl]undec-9-enoic acid
Synonyms  Source
12,13-epoxylinoleic acidChEBI
(−)-12(R),13(S)-vernolic acidChEBI
(12R,13S)-(9Z)-12,13-Epoxyoctadecenoic acidKEGG COMPOUND
(9Z)-(12R,13S)-12,13-epoxyoctadecenoic acidChEBI
cis-12,13-Epoxy-cis-9-octadecenoic acidKEGG COMPOUND
cis-12S,13R,-ep, 9c-18:1ChEBI
Manual XrefsDatabases
C00001241KNApSAcK
C08368KEGG COMPOUND
C14826KEGG COMPOUND
T25PDBeChem
Registry NumbersSources
Reaxys:86881Reaxys
CAS:503-07-1KEGG COMPOUND
Citations