CHEBI:139349 - N-(p-amylcinnamoyl)anthranilic acid

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ChEBI Name N-(p-amylcinnamoyl)anthranilic acid
ChEBI ASCII Name N-(p-amylcinnamoyl)anthranilic acid
Definition An amidobenzoic acid that is anthranilic acid in which one of the anilino hydrogens is replaced by a 4-pentylcinnamoyl group. It is a transient receptor potential (TRP) channel blocker and phospholipase A2 (PLA2) inhibitor.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Sabrina Toro
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Formula C21H23NO3
Net Charge 0
Average Mass 337.413
Monoisotopic Mass 337.16779
InChI InChI=1S/C21H23NO3/c1-2-3-4-7-16-10-12-17(13-11-16)14-15-20(23)22-19-9-6-5-8-18(19)21(24)25/h5-6,8-15H,2-4,7H2,1H3,(H,22,23)(H,24,25)/b15-14+
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): EC (phospholipase A2) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of phospholipase A2 (EC
TRP channel blocker
An agent that inhibits the passage of cations through the transient receptor potential (TRP) channels.
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ChEBI Ontology
Outgoing N-(p-amylcinnamoyl)anthranilic acid (CHEBI:139349) has role EC (phospholipase A2) inhibitor (CHEBI:50469)
N-(p-amylcinnamoyl)anthranilic acid (CHEBI:139349) has role TRP channel blocker (CHEBI:139361)
N-(p-amylcinnamoyl)anthranilic acid (CHEBI:139349) is a amidobenzoic acid (CHEBI:48470)
N-(p-amylcinnamoyl)anthranilic acid (CHEBI:139349) is a cinnamamides (CHEBI:23247)
N-(p-amylcinnamoyl)anthranilic acid (CHEBI:139349) is a secondary carboxamide (CHEBI:140325)
2-{[(2E)-3-(4-pentylphenyl)prop-2-enoyl]amino}benzoic acid
Synonyms Sources
4-amylcinnamoylanthranilic acid ChemIDplus
p-amylcinnamoylanthranilic acid ChemIDplus
Manual Xrefs Databases
329770958 PubChem
N-(p-amylcinnamoyl)anthranilic_acid Wikipedia
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Registry Numbers Types Sources
110683-10-8 CAS Registry Number ChemIDplus
6521595 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16604090 PubMed citation Europe PMC
17445088 PubMed citation Europe PMC
19382906 PubMed citation Europe PMC
20971070 PubMed citation Europe PMC
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7932202 PubMed citation Europe PMC
Last Modified
07 March 2018