CHEBI:66821 - onosmin A

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ChEBI Name onosmin A
ChEBI ID CHEBI:66821
Definition An aminobenzoic acid that is anthranilic acid in which one of the hydrogens of the amino group is replaced by a 4-methylbenzyl group. Isolated from Onosma hispida, it exhibits inhibitory activity against lipoxygenase.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C15H15NO2
Net Charge 0
Average Mass 241.28510
Monoisotopic Mass 241.11028
InChI InChI=1S/C15H15NO2/c1-11-6-8-12(9-7-11)10-16-14-5-3-2-4-13(14)15(17)18/h2-9,16H,10H2,1H3,(H,17,18)
InChIKey LLPMVUVDNDHOFH-UHFFFAOYSA-N
SMILES Cc1ccc(CNc2ccccc2C(O)=O)cc1
Metabolite of Species Details
Onosma hispida (IPNI:119681-1) Found in whole plant (BTO:0001461). See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): lipoxygenase inhibitor
A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes.
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 onosmin A (CHEBI:66821) has functional parent anthranilic acid (CHEBI:30754)
onosmin A (CHEBI:66821) has role lipoxygenase inhibitor (CHEBI:35856)
onosmin A (CHEBI:66821) has role plant metabolite (CHEBI:76924)
onosmin A (CHEBI:66821) is a aminobenzoic acid (CHEBI:22495)
onosmin A (CHEBI:66821) is a secondary amino compound (CHEBI:50995)
Incoming onosmin B (CHEBI:66822) has functional parent onosmin A (CHEBI:66821)
IUPAC Name
2-[(4-methylbenzyl)amino]benzoic acid
Synonym Source
2-[(4-methylphenyl)methylamino]benzoic acid ChEBI
Registry Number Type Source
2850992 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16079517 PubMed citation Europe PMC
Last Modified
14 April 2015