CHEBI:27939 - chaulmoogric acid

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ChEBI Name chaulmoogric acid
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
Net Charge 0
Average Mass 280.44550
Monoisotopic Mass 280.240
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)
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 (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.
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)
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
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 Waiting for 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.