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InChI=1S/CH4O/c1-2/h2H,1H3
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> Main
CHEBI:27939 - chaulmoogric acid
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ChEBI Name
chaulmoogric acid
ChEBI ID
CHEBI:27939
Definition
A monounsaturated long-chain fatty acid composed of tridecanoic acid having a 2-cyclopentenyl substituent at the 13-position.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:3582, CHEBI:23088
Supplier Information
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Formulae
C18H32O2
C18H32O2
Net Charge
0
Average Mass
280.44550
Monoisotopic Mass
280.24023
InChI
InChI=1S/C18H32O2/c19-
18(20)
16-
10-
8-
6-
4-
2-
1-
3-
5-
7-
9-
13-
17-
14-
11-
12-
15-
17/h11,14,17H,1-
10,12-
13,15-
16H2,(H,19,20)
InChIKey
XMVQWNRDPAAMJB-UHFFFAOYSA-N
SMILES
OC(=O)CCCCCCCCCCCCC1CCC=C1
Metabolite of Species
Details
Centella asiatica
(NCBI:txid48106)
See:
MetaboLights Study
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
chaulmoogric acid (
CHEBI:27939
)
has role
plant metabolite (
CHEBI:76924
)
chaulmoogric acid (
CHEBI:27939
)
is a
cyclopentenyl fatty acid (
CHEBI:23497
)
chaulmoogric acid (
CHEBI:27939
)
is a
long-chain fatty acid (
CHEBI:15904
)
chaulmoogric acid (
CHEBI:27939
)
is a
monounsaturated fatty acid (
CHEBI:25413
)
Incoming
(
R
)-chaulmoogric acid (
CHEBI:61389
)
is a
chaulmoogric acid (
CHEBI:27939
)
(S)-chaulmoogric acid (
CHEBI:61391
)
is a
chaulmoogric acid (
CHEBI:27939
)
IUPAC Name
13-cyclopent-2-en-1-yltridecanoic acid
Synonyms
Sources
(S)-2-Cyclopentene-1-tridecanoic acid
ChemIDplus
13-(Cyclopent-2-enyl)tridecanoic acid
ChemIDplus
2-Cyclopentene-1-tridecanoic acid
ChemIDplus
acide chaulmoogrique
ChEBI
ácido chaulmógrico
ChEBI
Chaulmoograsäure
ChEBI
Chaulmoogrylsäure
ChEBI
hydnocarpylacetic acid
ChEBI
Manual Xref
Database
C08282
KEGG COMPOUND
View more database links
Registry Numbers
Types
Sources
1972981
Reaxys Registry Number
Reaxys
29106-32-9
CAS Registry Number
ChemIDplus
29106-32-9
CAS Registry Number
NIST Chemistry WebBook
Citations
Types
Sources
19404779
PubMed citation
Europe PMC
6789828
PubMed citation
Europe PMC
7242271
PubMed citation
Europe PMC
Last Modified
04 March 2015
General Comment
2011-02-23
A component of chaulmoogra oil found in seeds of the tree
Hydnocarpus wightiana
(known as
chaulmugra
in Hindi and Persian), it has played a key role in the treatment of leprosy since antiquity.