FComEx: Isorhamnetin (PC001199)

Record Information

Version

1.0

Creation date

2018-05-02 12:33:10 UTC

Update date

2018-05-04 14:22:43 UTC

FoodComEx ID

PC001199

FoodDB Record

FDB000604

Chemical Information

Name

Isorhamnetin

Description

Isorhamnetin, also known as 3-methylquercetin, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, isorhamnetin is considered to be a flavonoid lipid molecule. A monomethoxyflavone that is quercetin in which the hydroxy group at position 3' is replaced by a methoxy group. Isorhamnetin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Isorhamnetin exists in all eukaryotes, ranging from yeast to humans. Isorhamnetin is a bitter tasting compound. Outside of the human body, Isorhamnetin is found, on average, in the highest concentration within a few different foods, such as parsley, green bell peppers, and dills and in a lower concentration in romaine lettuces, chinese cabbages, and pears. Isorhamnetin has also been detected, but not quantified in, several different foods, such as lemons, agars, chickpea, apples, and cucurbita. This could make isorhamnetin a potential biomarker for the consumption of these foods.

CAS Number

480-19-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
3-Methylquercetin	ChEBI
3-Methylquercetine	HMDB
3,4',5,7-Tetrahydroxy-3'-methoxy-flavone	HMDB
3,4',5,7-Tetrahydroxy-3'-methoxyflavone	HMDB
3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one, 9CI	db_source
3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-benzopyran-4-one	ChEBI
3,5,7,4'-Tetrahydroxy-3'-methoxyflavone	biospider
3'-Methoxy-3,4',5,7-tetrahydroxyflavone	biospider
3'-Methoxyquercetin	HMDB
3'-Methylquercetin	biospider
3'-O-Methylquercetin	biospider
4'-Methoxyquercetin	HMDB
4'-Methylquercetin	HMDB
4',5,7-Trihydroxy-3'-methoxyflavonol	db_source
Isorhamnetin	db_source
Isorhamnetol	db_source
Quercetin 3'-methyl ether	db_source

Chemical Formula

C16H12O7

IUPAC name

3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one

InChI Identifier

InChI=1S/C16H12O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,17-19,21H,1H3

InChI Key

IZQSVPBOUDKVDZ-UHFFFAOYSA-N

Isomeric SMILES

COC1=C(O)C=CC(=C1)C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1

Average Molecular Weight

316.2623

Monoisotopic Molecular Weight

316.058302738

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavonols

Alternative Parents