CHEBI:28157 - pinocembrin

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ChEBI Name pinocembrin
ChEBI ID CHEBI:28157
Definition A dihydroxyflavanone in which the two hydroxy groups are located at positions 5 and 7. A natural product found in Piper sarmentosum and Cryptocarya chartacea.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Secondary ChEBI IDs CHEBI:8221, CHEBI:69684, CHEBI:26139, CHEBI:75100
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Formula C15H12O4
Net Charge 0
Average Mass 256.25340
Monoisotopic Mass 256.074
InChI InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2/t13-/m0/s1
InChIKey URFCJEUYXNAHFI-ZDUSSCGKSA-N
SMILES Oc1cc(O)c2C(=O)C[C@H](Oc2c1)c1ccccc1
Metabolite of Species Details
Cryptocarya chartacea (IPNI:895985-1) Found in trunk bark (BTO:0001494). Ethyl acetate extract of air-dried and powdered trunk bark See: PubMed
Piper sarmentosum (NCBI:405319) Found in stem (BTO:0001300). Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence) See: PubMed
Piper sarmentosum (NCBI:405319) Found in inflorescence (BTO:0000628). Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence) See: PubMed
Piper sarmentosum (NCBI:405319) Found in twig (BTO:0001411). Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence) See: PubMed
Piper sarmentosum (NCBI:405319) Found in leaf (BTO:0000713). Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence) See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
vasodilator agent
A drug used to cause dilation of the blood vessels.
neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing pinocembrin (CHEBI:28157) has role antineoplastic agent (CHEBI:35610)
pinocembrin (CHEBI:28157) has role antioxidant (CHEBI:22586)
pinocembrin (CHEBI:28157) has role metabolite (CHEBI:25212)
pinocembrin (CHEBI:28157) has role neuroprotective agent (CHEBI:63726)
pinocembrin (CHEBI:28157) has role vasodilator agent (CHEBI:35620)
pinocembrin (CHEBI:28157) is a dihydroxyflavanone (CHEBI:38749)
Incoming (2S)-8-methylpinocembrin (CHEBI:70663) has functional parent pinocembrin (CHEBI:28157)
glabranin (CHEBI:5368) has functional parent pinocembrin (CHEBI:28157)
pinocembrin 7-rhamnosylglucoside (CHEBI:8222) has functional parent pinocembrin (CHEBI:28157)
IUPAC Name
(2S)-5,7-dihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one
Synonyms Sources
(2S)-pinocembrin HMDB
(S)-2,3-Dihydro-5,7-dihydroxy-2-phenyl-4H-1-benzopyran-4-one ChemIDplus
(S)-5,7-dihydroxyflavanone ChEBI
5,7-Dihydroxyflavanone KEGG COMPOUND
Dihydrochrysin ChemIDplus
Galangin flavanone HMDB
Database Links Databases
C00000992 KNApSAcK
C09827 KEGG COMPOUND
CPD-6991 MetaCyc
HMDB0030808 HMDB
LMPK12140214 LIPID MAPS
LSM-4126 LINCS
Pinocembrin Wikipedia
View more database links
Registry Numbers Types Sources
480-39-7 CAS Registry Number ChemIDplus
88951 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21973101 PubMed citation Europe PMC
22050318 PubMed citation Europe PMC
23179089 PubMed citation Europe PMC
23212747 PubMed citation Europe PMC
23594163 PubMed citation Europe PMC
23611777 PubMed citation Europe PMC
23669639 PubMed citation Europe PMC
23697399 PubMed citation Europe PMC
23725831 PubMed citation Europe PMC
23725838 PubMed citation Europe PMC
23847074 PubMed citation Europe PMC
Last Modified
25 February 2016