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

Default Structure
ChEBI IDCHEBI:139349
ChEBI NameN-(p-amylcinnamoyl)anthranilic acid
Stars
ASCII NameN-(p-amylcinnamoyl)anthranilic acid
DefinitionAn 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.
Last Modified7 March 2018
Submittersabrina, zfin
DownloadsMolfile
FormulaC21H23NO3
Net Charge0
Average Mass337.419
Monoisotopic Mass337.16779
SMILESCCCCCc1ccc(/C=C/C(=O)Nc2ccccc2C(=O)O)cc1
InChIInChI=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+
InChIKeyGAMRBCZMOOMBSQ-CCEZHUSRSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
EC 3.1.1.4 (phospholipase A2) inhibitor  An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of phospholipase A2 (EC 3.1.1.4).
TRP channel blocker  An agent that inhibits the passage of cations through the transient receptor potential (TRP) channels.
ChEBI Ontology
Outgoing Relation(s)
N-(p-amylcinnamoyl)anthranilic acid (CHEBI:139349) has role EC 3.1.1.4 (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)
IUPAC Name 
2-{[(2E)-3-(4-pentylphenyl)prop-2-enoyl]amino}benzoic acid
Synonyms  Source
4-amylcinnamoylanthranilic acidChemIDplus
ACASUBMITTER
p-amylcinnamoylanthranilic acidChemIDplus
Manual XrefsDatabases
329770958PubChem Compound
N-(p-amylcinnamoyl)anthranilic_acidWikipedia
Registry NumbersSources
Reaxys:6521595Reaxys
CAS:110683-10-8ChemIDplus
Citations