Kaempferol (BioDeep_00000000279)

 

Secondary id: BioDeep_00000270591, BioDeep_00000290764

natural product human metabolite PANOMIX_OTCML-2023 blood metabolite BioNovoGene_Lab2019


Metabolite Card


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

Formula: C15H10O6 (286.0477)
Chinese Names: 山奈酚, 3,4',5,7-四羟基黄酮
Spectrum Hits: Top Source Homo sapiens(plant) 23.39%

Reviewed

Last reviewed on 2024-10-31.

Cite this Page

Kaempferol. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/kaempferol (retrieved 2025-01-15) (BioDeep RN: BioDeep_00000000279). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Molecular Structure

SMILES: c1(cc(c2c(c1)oc(c(c2=O)O)c1ccc(cc1)O)O)O
InChI: InChI=1/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

Description

Kaempferol is a tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 5, 7 and 4. Acting as an antioxidant by reducing oxidative stress, it is currently under consideration as a possible cancer treatment. It has a role as an antibacterial agent, a plant metabolite, a human xenobiotic metabolite, a human urinary metabolite, a human blood serum metabolite and a geroprotector. It is a member of flavonols, a 7-hydroxyflavonol and a tetrahydroxyflavone. It is a conjugate acid of a kaempferol oxoanion.
Kaempferol is a natural product found in Lotus ucrainicus, Visnea mocanera, and other organisms with data available.
Kaempferol is a natural flavonoid which has been isolated from Delphinium, Witch-hazel, grapefruit, and other plant sources. Kaempferol is a yellow crystalline solid with a melting point of 276-278 degree centigrade. It is slightly soluble in water, and well soluble in hot ethanol and diethyl ether.
Kaempferol is a metabolite found in or produced by Saccharomyces cerevisiae.
See also: Cannabis sativa subsp. indica top (part of); Tussilago farfara flower (part of).
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 considered to be a flavonoid molecule. A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 5, 7 and 4. Kaempferol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Kaempferol exists in all eukaryotes, ranging from yeast to humans. Kaempferol is a bitter tasting compound. Kaempferol is found, on average, in the highest concentration within a few different foods, such as saffrons, capers, and cumins and in a lower concentration in lovages, endives, and cloves. Kaempferol has also been detected, but not quantified, in several different foods, such as shallots, pine nuts, feijoa, kombus, and chicory leaves. This could make kaempferol a potential biomarker for the consumption of these foods. Kaempferol is a potentially toxic compound.
Very widespread in the plant world, e.g. in Brassicaceae, Apocynaceae, Dilleniaceae, Ranunculaceae, Leguminosae, etc. Found especies in broccoli, capers, chives, kale, garden cress, fennel, lovage, dill weed and tarragon [CCD]
A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 5, 7 and 4. Acting as an antioxidant by reducing oxidative stress, it is currently under consideration as a possible cancer treatment.
CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3906; ORIGINAL_PRECURSOR_SCAN_NO 3905
CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3916; ORIGINAL_PRECURSOR_SCAN_NO 3915
CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3928; ORIGINAL_PRECURSOR_SCAN_NO 3927
CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4291; ORIGINAL_PRECURSOR_SCAN_NO 4290
CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3918; ORIGINAL_PRECURSOR_SCAN_NO 3917
CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3915; ORIGINAL_PRECURSOR_SCAN_NO 3914
Acquisition and generation of the data is financially supported in part by CREST/JST.
INTERNAL_ID 2358; CONFIDENCE Reference Standard (Level 1)
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2358
CONFIDENCE standard compound; INTERNAL_ID 47
CONFIDENCE standard compound; ML_ID 45
Kaempferol (Kempferol), a flavonoid found in many edible plants, inhibits estrogen receptor α expression in breast cancer cells and induces apoptosis in glioblastoma cells and lung cancer cells by activation of MEK-MAPK. Kaempferol can be uesd for the research of breast cancer[1][2][3][4].
Kaempferol (Kempferol), a flavonoid found in many edible plants, inhibits estrogen receptor α expression in breast cancer cells and induces apoptosis in glioblastoma cells and lung cancer cells by activation of MEK-MAPK. Kaempferol can be uesd for the research of breast cancer[1][2][3][4].

Synonyms

80 synonym names

3,4,5,7-Tetrahydroxyflavone, 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-5,7,4-Trihydroxyflavonol; 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)- (9CI); Kaempferol, United States Pharmacopeia (USP) Reference Standard; 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-; 4H-1-Benzopyran-4-one,3,5,7-trihydroxy-2-(4-hydroxyphenyl)-; 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; 4H-1-Benzopyran-4-one,5,7-trihydroxy-2-(4-hydroxyphenyl)-; 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-1-benzopyran-4-one; 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one #; 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one; 2-(4-hydroxyphenyl)-3,5,7-tris(oxidanyl)chromen-4-one; Kaempferol, primary pharmaceutical reference standard; 3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one??; 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-chromen-4-one; 3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one; 5-18-05-00251 (Beilstein Handbook Reference); KAEMPFEROL (CONSTITUENT OF GINKGO) [DSC]; Flavone, 3,4,5,7-tetrahydroxy- (7CI,8CI); 3,4,5,7-tetrahydroxy-Flavone (7CI,8CI); A91A6666-86C8-4B33-B3EF-F74CD3CD7F47; KAEMPFEROL (CONSTITUENT OF GINKGO); Kaempferol, >=90\\% (HPLC), powder; Kaempferol, analytical standard; Flavone, 3,4,5,7-tetrahydroxy-; 3,4’,5,7-Tetrahydroxyflavone; 3,5,7,4’-Tetrahydroxyflavone; 3,4,5,7-tetrahydroxyflavone; Flavone,4,5,7-tetrahydroxy-; 3,5,7,4-Tetrahydroxyflavone; Kaempferol, >=97.0\\% (HPLC); 5,7,4’-Trihydroxyflavonol; 3,5,7-Tetrahydroxyflavone; 5,7,4-Trihydroxyflavonol; 5,4-Trihydroxyflavonol; KAEMPFEROL [USP-RS]; Kempferol;Robigenin; KAEMPFEROL [INCI]; Prestwick2_001098; 3’-Deoxyquercetin; Prestwick0_001098; Prestwick3_001098; KAEMPFEROL [HSDB]; KAEMPFEROL [IARC]; Prestwick1_001098; KAEMPFEROL (IARC); 3-DEOXYQUERCETIN; KAEMPFEROL [MI]; Kaempferol,(S); Pelargidenolon; Oprea1_650954; Indigo Yellow; BPBio1_001294; MEGxp0_001283; Rhamnolutein; Pelargidenon; HSCI1_000027; Tox21_201165; ACon1_001867; Tox21_303363; Rhamnolutin; C.I. 75640; Populnetin; Nimbecetin; Kaempherol; Kaempferol; Trifolitin; Swartziol; AI3-36096; Kampcetin; kempferol; Robigenin; Kampferol; Kaemferol; Campherol; Kampherol; CCRIS 41; 4det; 3 4 5 7-tetrahydroxyflavone; Kaempferol



Cross Reference

67 cross reference id

Classification Terms

Related Pathways

Reactome(0)

BioCyc(0)

PlantCyc(0)

Biological Process

2 related biological process reactions.

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(1)

PharmGKB(0)

3407 organism taxonomy source information