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

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:
TRP channel blocker  An agent that inhibits the passage of cations through the transient receptor potential (TRP) channels.
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).
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
ACASUBMITTER
4-amylcinnamoylanthranilic acidChemIDplus
p-amylcinnamoylanthranilic acidChemIDplus
Manual XrefsDatabases
329770958PubChem Compound
N-(p-amylcinnamoyl)anthranilic_acidWikipedia
Registry NumbersSources
Reaxys:6521595Reaxys
CAS:110683-10-8ChemIDplus
Citations