CHEBI:37316 - (E,E)-piperic acid

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ChEBI Name (E,E)-piperic acid
ChEBI ASCII Name (E,E)-piperic acid
Definition A monocarboxylic acid that is (E)-penta-2,4-dienoic acid substituted by a 1,3-benzodioxol-5-yl group at position 5. It has been isolated from black pepper (Piper nigrum).
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C12H10O4
Net Charge 0
Average Mass 218.20540
Monoisotopic Mass 218.05791
InChI InChI=1S/C12H10O4/c13-12(14)4-2-1-3-9-5-6-10-11(7-9)16-8-15-10/h1-7H,8H2,(H,13,14)/b3-1+,4-2+
SMILES OC(=O)\C=C\C=C\c1ccc2OCOc2c1
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.
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ChEBI Ontology
Outgoing (E,E)-piperic acid (CHEBI:37316) has functional parent (E)-penta-2,4-dienoic acid (CHEBI:37331)
(E,E)-piperic acid (CHEBI:37316) has role plant metabolite (CHEBI:76924)
(E,E)-piperic acid (CHEBI:37316) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
(E,E)-piperic acid (CHEBI:37316) is a benzodioxoles (CHEBI:38298)
Incoming (E,E)-piperonyl-CoA (CHEBI:15464) has functional parent (E,E)-piperic acid (CHEBI:37316)
piperine (CHEBI:28821) has functional parent (E,E)-piperic acid (CHEBI:37316)
(2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoic acid
Synonyms Sources
Piperic acid (E,E)-form ChemIDplus
trans,trans-piperinic acid ChEBI
Manual Xrefs Databases
HMDB0033779 HMDB
Piperic_acid Wikipedia
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Registry Numbers Types Sources
136-72-1 CAS Registry Number ChemIDplus
85624 Reaxys Registry Number Reaxys
85624 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
24289580 PubMed citation Europe PMC
3564049 PubMed citation Europe PMC
Last Modified
27 June 2014