FComEx: Hesperetin (PC001196)

Record Information

Version

1.0

Creation date

2018-05-02 12:31:13 UTC

Update date

2018-05-04 14:22:56 UTC

FoodComEx ID

PC001196

FoodDB Record

FDB002677

Chemical Information

Name

Hesperetin

Description

Isolated from Mentha (peppermint) and numerous Citrussubspecies, with lemons, tangerines and oranges being especially good sources. Nutriceutical with anti-cancer props. Glycosides also widely distributed Hesperetin is a bioflavonoid and, to be more specific, a flavanone. Hesperidin (a flavonone glycoside) is water soluble due to the presence of the sugar part in its structure, so on ingestion it releases its aglycone i.e: hesperetin. Hesperidin is found in Citrus fruits.; Hesperetin is a cholesterol lowering flavanoid found in a number of citrus juices. It appears to reduce cholesteryl ester mass and inhibit apoB secretion by up to 80%. Hesperetin may have antioxidant, anti-inflammatory, anti-allergic, hypolipidemic, vasoprotective and anticarcinogenic actions. Hesperetin is also a biomarker for the consumption of citrus fruits.

CAS Number

520-33-2

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(-)-(S)-Hesperetin	ChEBI
(-)-Hesperetin	biospider
(S)-2,3-dihydro-5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one	ChEBI
(S)-Hesperetin	manual
3',5,7-Trihydroxy-4'-methoxyflavanone	ChEBI
5,7, 3'-Trihydroxy-4'-methoxyflavanone	HMDB
5,7,3'-Trihydroxy-4'-methoxyflavanone	HMDB
Cyanidanon 4'-methyl ether 1626	HMDB
Hesperin	HMDB
Hesperitin	HMDB
Prestwick_908	HMDB
S-3',5,7-Trihydroxy-4'-methoxyflavanone	biospider
S-5,7,3'-Trihydroxy-4'-methoxyflavanone	biospider
YSO2	HMDB

Chemical Formula

C16H14O6

IUPAC name

(2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

InChI Identifier

InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1

InChI Key

AIONOLUJZLIMTK-AWEZNQCLSA-N

Isomeric SMILES

COC1=C(O)C=C(C=C1)[C@@H]1CC(=O)C2=C(O)C=C(O)C=C2O1

Average Molecular Weight

302.2788

Monoisotopic Molecular Weight

302.07903818

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

4'-O-methylated flavonoids

Alternative Parents