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 210.273
Monoisotopic Mass 210.12559
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 (+)-7-epi--9,10-dihydrojasmonic acid (CHEBI:180008) has functional parent jasmonic acid (CHEBI:18292)
(+)-cucurbic acid (CHEBI:18446) has functional parent jasmonic acid (CHEBI:18292)
(-)-7-epi--9,10-dihydrojasmonic acid (CHEBI:180007) 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)
Epi-4'-hydroxyjasmonic acid (CHEBI:165792) 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)
MFCD18781916 (CHEBI:177664) 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
4444606 ChemSpider
C00000218 KNApSAcK
C08491 KEGG COMPOUND
FDB015493 FooDB
HMDB0032797 HMDB
JAA PDBeChem
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
28223489 PubMed citation Europe PMC
33516967 PubMed citation Europe PMC
Last Modified
29 March 2021