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CHEBI:18292 - jasmonic acid

Default Structure
ChEBI IDCHEBI:18292
ChEBI Namejasmonic acid
Stars
DefinitionAn 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.
Secondary ChEBI IDsCHEBI:95, CHEBI:14486, CHEBI:18487
Last Modified29 March 2021
DownloadsMolfile
FormulaC12H18O3
Net Charge0
Average Mass210.273
Monoisotopic Mass210.12559
SMILESCC/C=C\C[C@H]1C(=O)CC[C@@H]1CC(=O)O
InChIInChI=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
InChIKeyZNJFBWYDHIGLCU-HWKXXFMVSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
jasmonates  The jasmonates (JAs) are a group of plant hormones which help regulate plant growth and development.
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)
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 Relation(s)
(-)-7-epi--9,10-dihydrojasmonic acid (CHEBI:180007) has functional parent jasmonic acid (CHEBI:18292)
(-)-8-hydroxyjasmonic acid (CHEBI:210271) has functional parent jasmonic acid (CHEBI:18292)
(+)-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)
(3S,7R)-iso-jasmonic acid (CHEBI:184618) has functional parent jasmonic acid (CHEBI:18292)
12-hydroxyjasmonic acid (CHEBI:37420) has functional parent jasmonic acid (CHEBI:18292)
2-(3-Oxo-2-pent-2-enylcyclopentyl)acetic acid (CHEBI:182634) has functional parent jasmonic acid (CHEBI:18292)
7-iso-cucurbic acid (CHEBI:227715) has functional parent jasmonic acid (CHEBI:18292)
9,10-Dihydrojasmonic acid (CHEBI:177664) 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)
Lasiojasmonate A (CHEBI:198084) has functional parent jasmonic acid (CHEBI:18292)
Lasiojasmonate B (CHEBI:217083) has functional parent jasmonic acid (CHEBI:18292)
Lasiojasmonate C (CHEBI:201889) has functional parent jasmonic acid (CHEBI:18292)
MeJA (CHEBI:189436) has functional parent jasmonic acid (CHEBI:18292)
methyl 2-(3-oxo-2-pentylcyclopentyl)acetate (CHEBI:195265) 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  Source
(1R,2R)-3-oxo-2-(2Z)-2-penten-ylcyclopentanacetic acidChEBI
(1R,2R)-3-oxo-2-(pent-2Z-enyl)-cyclopentaneacetic acidLIPID MAPS
2-{(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl}acetateIUBMB
JasmonateKEGG COMPOUND
(-)-jasmonic acidChEBI
(-)-Jasmonic acidKEGG COMPOUND
Manual XrefsDatabases
2440BPDB
4444606ChemSpider
C00000218KNApSAcK
C08491KEGG COMPOUND
FDB015493FooDB
HMDB0032797HMDB
JAAPDBeChem
Jasmonic_acidWikipedia
LMFA02020001LIPID MAPS
Registry NumbersSources
Reaxys:2692609Reaxys
CAS:6894-38-8ChemIDplus
CAS:6894-38-8KEGG COMPOUND
Citations