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> Main
CHEBI:18292 - jasmonic acid
Main
ChEBI Ontology
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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 (2
Z
)-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
Supplier Information
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Wikipedia
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Read full article at Wikipedia
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 (Br
o
nsted 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.
View more via ChEBI Ontology
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
)
(-)-8-hydroxyjasmonic acid (
CHEBI:210271
)
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
{(1
R
,2
R
)-3-oxo-2-[(2
Z
)-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-{(1
R
,2
R
)-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
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