CHEBI:18292 - jasmonic acid

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ChEBI Name jasmonic acid
ChEBI ID CHEBI:18292
Definition An oxo monocarboxylic acid that is (3-oxocyclopentyl)acetic acid substituted by a (2Z)-pent-2-en-1-yl group at position 2 of the cyclopentane ring.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:95, CHEBI:14486, CHEBI:18487
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Formula C12H18O3
Net Charge 0
Average Mass 210.26950
Monoisotopic Mass 210.126
InChI InChI=1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/b4-3-/t9-,10-/m1/s1
InChIKey ZNJFBWYDHIGLCU-HWKXXFMVSA-N
SMILES CC\C=C/C[C@@H]1[C@@H](CC(O)=O)CCC1=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
jasmonates
The jasmonates (JAs) are a group of plant hormones which help regulate plant growth and development.
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ChEBI Ontology
Outgoing jasmonic acid (CHEBI:18292) has role jasmonates (CHEBI:24937)
jasmonic acid (CHEBI:18292) has role plant metabolite (CHEBI:76924)
jasmonic acid (CHEBI:18292) is a oxo monocarboxylic acid (CHEBI:35871)
jasmonic acid (CHEBI:18292) is conjugate acid of jasmonate(1−) (CHEBI:58431)
jasmonic acid (CHEBI:18292) is enantiomer of (+)-jasmonic acid (CHEBI:139300)
Incoming (+)-cucurbic acid (CHEBI:18446) has functional parent jasmonic acid (CHEBI:18292)
12-hydroxyjasmonic acid (CHEBI:37420) has functional parent jasmonic acid (CHEBI:18292)
dihydrojasmonic acid (CHEBI:23747) has functional parent jasmonic acid (CHEBI:18292)
jasmonate ester (CHEBI:52464) has functional parent jasmonic acid (CHEBI:18292)
Methyl dihydrojasmonate (CHEBI:89741) has functional parent jasmonic acid (CHEBI:18292)
Prohydrojasmon (CHEBI:81814) has functional parent jasmonic acid (CHEBI:18292)
jasmonate(1−) (CHEBI:58431) is conjugate base of jasmonic acid (CHEBI:18292)
(+)-jasmonic acid (CHEBI:139300) is enantiomer of jasmonic acid (CHEBI:18292)
IUPAC Name
{(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl}acetic acid
Synonyms Sources
(-)-jasmonic acid ChEBI
(-)-Jasmonic acid KEGG COMPOUND
(1R,2R)-3-oxo-2-(2Z)-2-penten-ylcyclopentanacetic acid ChEBI
(1R,2R)-3-oxo-2-(pent-2Z-enyl)-cyclopentaneacetic acid LIPID MAPS
2-{(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl}acetate IUBMB
Jasmonate KEGG COMPOUND
Jasmonic acid KEGG COMPOUND
Manual Xrefs Databases
2440 BPDB
C00000218 KNApSAcK
C08491 KEGG COMPOUND
HMDB0032797 HMDB
Jasmonic_acid Wikipedia
LMFA02020001 LIPID MAPS
View more database links
Registry Numbers Types Sources
2692609 Reaxys Registry Number Reaxys
6894-38-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17470145 PubMed citation Europe PMC
19704561 PubMed citation Europe PMC
Last Modified
14 December 2017