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CHEBI:37420 - 12-hydroxyjasmonic acid

ChEBI IDCHEBI:37420
ChEBI Name12-hydroxyjasmonic acid
Stars
DefinitionAn oxo carboxylic acid that is jasmonic acid in which one of the hydrogens of the methyl group is replaced by a hydroxy group.
Last Modified1 March 2017
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC12H18O4
Net Charge0
Average Mass226.272
Monoisotopic Mass226.12051
SMILESO=C(O)C[C@H]1CCC(=O)[C@@H]1C/C=C\CCO
InChIInChI=1S/C12H18O4/c13-7-3-1-2-4-10-9(8-12(15)16)5-6-11(10)14/h1-2,9-10,13H,3-8H2,(H,15,16)/b2-1-/t9-,10-/m1/s1
InChIKeyRZGFUGXQKMEMOO-BSANDHCLSA-N
Species of MetaboliteComponentSourceComments
Samanea saman (ncbitaxon:76910) - PubMed (21228101)
Arabidopsis thaliana (ncbitaxon:3702) - PubMed (12637544)
Origanum dictamnus (ncbitaxon:497761) - PubMed (20423097)
Origanum vulgare subsp. hirtum (ncbitaxon:497766) - PubMed (16249088)
Solanum tuberosum (ncbitaxon:4113) - PubMed (15666542)
Magnaporthe oryzae (ncbitaxon:318829) - PubMed (26258762)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
12-hydroxyjasmonic acid (CHEBI:37420) has functional parent jasmonic acid (CHEBI:18292)
12-hydroxyjasmonic acid (CHEBI:37420) has role plant metabolite (CHEBI:76924)
12-hydroxyjasmonic acid (CHEBI:37420) is a cyclopentanones (CHEBI:36140)
12-hydroxyjasmonic acid (CHEBI:37420) is a homoallylic alcohol (CHEBI:134362)
12-hydroxyjasmonic acid (CHEBI:37420) is a olefinic compound (CHEBI:78840)
12-hydroxyjasmonic acid (CHEBI:37420) is a oxo carboxylic acid (CHEBI:25754)
12-hydroxyjasmonic acid (CHEBI:37420) is a primary alcohol (CHEBI:15734)
12-hydroxyjasmonic acid (CHEBI:37420) is conjugate acid of 12-hydroxyjasmonate (CHEBI:132022)
Incoming Relation(s)
12-hydroxyjasmonic acid 12-O-β-D-glucoside (CHEBI:37419) has functional parent 12-hydroxyjasmonic acid (CHEBI:37420)
12-hydroxyjasmonate (CHEBI:132022) is conjugate base of 12-hydroxyjasmonic acid (CHEBI:37420)
IUPAC Name 
{(1R,2R)-2-[(2Z)-5-hydroxypent-2-en-1-yl]-3-oxocyclopentyl}acetic acid
Synonyms  Source
(1R,2R)-12-hydroxyjasmonic acidLIPID MAPS
(−)-12-hydroxyjasmonic acidLIPID MAPS
tuberonic acidChEBI
12OH-JAChEBI
Manual XrefsDatabases
LMFA02020011LIPID MAPS
CPD-11253MetaCyc
C00000233KNApSAcK
Registry NumbersSources
Beilstein:5334635Beilstein
Reaxys:5002681Reaxys
Citations