FComEx: Kaempferol (PC000752)

Record Information

Version

1.0

Creation date

2015-10-09 22:32:30 UTC

Update date

2017-01-19 02:36:35 UTC

FoodComEx ID

PC000752

FoodDB Record

FDB000633

Chemical Information

Name

Kaempferol

Description

Kaempferol, also known as rhamnolutein or c.i. 75640, 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, kaempferol is a flavonoid lipid molecule. Kaempferol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Kaempferol is a bitter tasting compound. It is very widespread in the plant world and is found in Brassicaceae, Apocynaceae, Dilleniaceae, Ranunculaceae and Leguminosae. It is detected in apples, tomatoes, green tea, potatoes, onions, brussels sprouts, squash, cucumbers, lettuce, green beans, peaches, blackberries, raspberries, spinach, grapes, broccoli, capers, chives, kale, garden cress, fennel, lovage, dill weed and tarragon (PMID: 21428901). Kaempferol is a biomarker for the consumption of dried and cooked beans. Many glycosides of kaempferol, such as kaempferitrin and astragalin, have been isolated as natural products from plants. Kaempferol consumption in tea and broccoli has been associated with reduced risk of heart disease. Kaempferol has numerous protective properties and has been used to treat intervertebral disc degeneration and colitis, post-menopausal bone loss, acute lung injury and has beneficial effects against cancer, liver injury, obesity and diabetes, and inhibits vascular endothelial inflammation. These treatments and protective properties of kaempferol and the potential mechanisms that kaempferol exerts these effects are part of this review ( PMID: 31572524).

CAS Number

520-18-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
3,4',5,7-Tetrahydroxy-flavone (7ci,8ci)	HMDB
3,4',5,7-Tetrahydroxyflavone	biospider
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one	HMDB
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 9CI	db_source
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one	biospider
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)chromen-4-one	biospider
3,5,7,4'-Tetrahydroxyflavone	biospider
4',5,7-Trihydroxyflavonol	db_source
4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-5,7,4'-trihydroxyflavonol	ChEBI
5,7,4'-Trihydroxyflavonol	biospider
C.I. 75640	ChEBI
Campherol	db_source
Indigo yellow	ChEBI
Kaemferol	biospider
Kaempferol	db_source
Kaempherol	biospider
Kampcetin	biospider
Kampferol	biospider
Kampherol	db_source
Kempferol	biospider
Nimbecetin	db_source
Pelargidenolon	biospider
Pelargidenon	biospider
Populnetin	db_source
Rhamnolutein	biospider
Rhamnolutin	db_source
Robigenin	db_source
Swartziol	db_source
Trifolitin	db_source

Chemical Formula

C15H10O6

IUPAC name

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

InChI Identifier

InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,16-18,20H

InChI Key

IYRMWMYZSQPJKC-UHFFFAOYSA-N

Isomeric SMILES

OC1=CC=C(C=C1)C1=C(O)C(=O)C2=C(O1)C=C(O)C=C2O

Average Molecular Weight

286.2363

Monoisotopic Molecular Weight

286.047738052

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