pinocembrin (CHEBI:28157)

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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

Average Mass

256.25340

Monoisotopic Mass

256.07356

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:txid405319)	Found in stem (BTO:0001300). Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence) See: PubMed
Piper sarmentosum (NCBI:txid405319)	Found in inflorescence (BTO:0000628). Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence) See: PubMed
Piper sarmentosum (NCBI:txid405319)	Found in twig (BTO:0001411). Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence) See: PubMed
Piper sarmentosum (NCBI:txid405319)	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.

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 (2S)-flavan-4-one (CHEBI:140377) pinocembrin (CHEBI:28157) is a dihydroxyflavanone (CHEBI:38749)

Incoming	(2S)-2-hydroxypinocembrin (CHEBI:141996) has functional parent pinocembrin (CHEBI:28157) (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
(S)-pinocembrin	UniProt
5,7-Dihydroxyflavanone	KEGG COMPOUND
Dihydrochrysin	ChemIDplus
Galangin flavanone	HMDB

Last Modified

30 August 2018