kaempferol (CHEBI:28499)

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CHEBI:28499 - kaempferol

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ChEBI Name	kaempferol

ChEBI ID	CHEBI:28499

Definition	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.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:43598, CHEBI:24944, CHEBI:6100

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

more structures >>

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Marvin 03191315133D

31 33 0 0 0 0 999 V2000

1.4009 -1.6879 0.7278 C 0 0 0 0 0 0 0 0 0 0 0 0

1.6168 -0.3567 0.2714 C 0 0 0 0 0 0 0 0 0 0 0 0

0.0864 -2.1624 0.5815 C 0 0 0 0 0 0 0 0 0 0 0 0

2.4861 -2.4010 1.2980 C 0 0 0 0 0 0 0 0 0 0 0 0

0.6103 0.2987 -0.1960 O 0 0 0 0 0 0 0 0 0 0 0 0

2.8907 0.2372 0.3676 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.9183 -1.3167 0.1657 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.1729 -3.3346 0.8273 O 0 0 0 0 0 0 0 0 0 0 0 0

3.7439 -1.7800 1.4384 C 0 0 0 0 0 0 0 0 0 0 0 0

2.3614 -3.5859 1.7049 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.6081 -0.0562 -0.2501 C 0 0 0 0 0 0 0 0 0 0 0 0

3.9479 -0.4655 0.9777 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.0835 -1.7191 0.2156 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.5306 0.9071 -0.7001 C 0 0 0 0 0 0 0 0 0 0 0 0

5.0680 0.0847 1.1252 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.3426 2.2921 -0.4398 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.7038 0.5579 -1.4194 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.2909 3.2596 -0.8269 C 0 0 0 0 0 0 0 0 0 0 0 0

-3.6728 1.5075 -1.7852 C 0 0 0 0 0 0 0 0 0 0 0 0

-3.4693 2.8657 -1.4883 C 0 0 0 0 0 0 0 0 0 0 0 0

-4.3349 3.7143 -1.8168 O 0 0 0 0 0 0 0 0 0 0 0 0

3.0403 1.1853 0.0125 H 0 0 0 0 0 0 0 0 0 0 0 0

4.5157 -2.2862 1.8826 H 0 0 0 0 0 0 0 0 0 0 0 0

3.0387 -4.0278 2.0522 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.2852 -2.5280 0.4983 H 0 0 0 0 0 0 0 0 0 0 0 0

5.7231 -0.3347 1.5393 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.5103 2.6255 0.0544 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.8885 -0.4067 -1.7009 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.1242 4.2482 -0.6196 H 0 0 0 0 0 0 0 0 0 0 0 0

-4.5225 1.2021 -2.2673 H 0 0 0 0 0 0 0 0 0 0 0 0

-5.0719 3.4633 -2.2301 H 0 0 0 0 0 0 0 0 0 0 0 0

1 2 4 0 0 0 0

1 3 1 0 0 0 0

1 4 4 0 0 0 0

2 5 1 0 0 0 0

2 6 4 0 0 0 0

3 7 1 0 0 0 0

3 8 2 0 0 0 0

4 9 4 0 0 0 0

4 10 1 0 0 0 0

5 11 1 0 0 0 0

6 12 4 0 0 0 0

7 13 1 0 0 0 0

11 14 1 0 0 0 0

12 15 1 0 0 0 0

14 16 4 0 0 0 0

14 17 4 0 0 0 0

16 18 4 0 0 0 0

17 19 4 0 0 0 0

18 20 4 0 0 0 0

20 21 1 0 0 0 0

7 11 2 0 0 0 0

9 12 4 0 0 0 0

19 20 4 0 0 0 0

6 22 1 0 0 0 0

9 23 1 0 0 0 0

10 24 1 0 0 0 0

13 25 1 0 0 0 0

15 26 1 0 0 0 0

16 27 1 0 0 0 0

17 28 1 0 0 0 0

18 29 1 0 0 0 0

19 30 1 0 0 0 0

21 31 1 0 0 0 0

M END): 18 ms

reading 31 atoms

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31 atoms created

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Wikipedia	License
Kaempferol (3,4′,5,7-tetrahydroxyflavone) is a natural flavonol, a type of flavonoid, found in a variety of plants and plant-derived foods including kale, beans, tea, spinach, and broccoli. It is also found in propolis extracts. Kaempferol is a yellow crystalline solid with a melting point of 276–278 °C (529–532 °F). It is slightly soluble in water and highly soluble in hot ethanol, ethers, and DMSO. Kaempferol is named for 17th-century German naturalist Engelbert Kaempfer.
Read full article at Wikipedia

Formula

C15H10O6

Net Charge

Average Mass

286.23630

Monoisotopic Mass

286.04774

InChI

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

InChIKey

IYRMWMYZSQPJKC-UHFFFAOYSA-N

SMILES

Oc1ccc(cc1)-c1oc2cc(O)cc(O)c2c(=O)c1O

Metabolite of Species	Details
Pittocaulon velatum (IPNI:238587-1)	Found in stem (BTO:0001300). Methanol extract of dried and ground stems and roots See: PubMed
Pittocaulon velatum (IPNI:238587-1)	Found in root (BTO:0001188). Methanol extract of dried and ground stems and roots See: PubMed
Ficus mucuso (NCBI:txid309328)	Found in fruit (BTO:0000486). Methanolic extract of air-dried and powdered figs(fruits) See: PubMed
Homo sapiens (NCBI:txid9606)	Found in urine (BTO:0001419). See: PubMed
Homo sapiens (NCBI:txid9606)	Found in blood (UBERON:0000178). See: PubMed

Roles Classification
Biological Role(s):	antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria. human xenobiotic metabolite Any human metabolite produced by metabolism of a xenobiotic compound in humans. human urinary metabolite Any metabolite (endogenous or exogenous) found in human urine samples. human blood serum metabolite Any metabolite (endogenous or exogenous) found in human blood serum samples. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

Application(s):	geroprotector Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	kaempferol (CHEBI:28499) has role antibacterial agent (CHEBI:33282) kaempferol (CHEBI:28499) has role geroprotector (CHEBI:176497) kaempferol (CHEBI:28499) has role human blood serum metabolite (CHEBI:85234) kaempferol (CHEBI:28499) has role human urinary metabolite (CHEBI:84087) kaempferol (CHEBI:28499) has role human xenobiotic metabolite (CHEBI:76967) kaempferol (CHEBI:28499) has role plant metabolite (CHEBI:76924) kaempferol (CHEBI:28499) is a 7-hydroxyflavonol (CHEBI:52267) kaempferol (CHEBI:28499) is a flavonols (CHEBI:28802) kaempferol (CHEBI:28499) is a tetrahydroxyflavone (CHEBI:38684) kaempferol (CHEBI:28499) is conjugate acid of kaempferol oxoanion (CHEBI:58573)

Incoming	(+)-dihydrokaempferol (CHEBI:15401) has functional parent kaempferol (CHEBI:28499) 3,4'-dimethylkaempferol (CHEBI:146142) has functional parent kaempferol (CHEBI:28499) 4',5,7-trihydroxy-3-methoxyflavone-7-O-β-D-glucopyranoside (CHEBI:68351) has functional parent kaempferol (CHEBI:28499) 4',5,7-trihydroxy-3-methoxyflavone-7-O-rutinoside (CHEBI:68350) has functional parent kaempferol (CHEBI:28499) 563476_TEMP_6-hydroxykaempferol (CHEBI:563476) has functional parent kaempferol (CHEBI:28499) 6''-malonylastragalin (CHEBI:142248) has functional parent kaempferol (CHEBI:28499) 6''-O-acetylgenistin (CHEBI:142249) has functional parent kaempferol (CHEBI:28499) 6-hydroxykaempferol (CHEBI:28713) has functional parent kaempferol (CHEBI:28499) 7,4'-dimethylkaempferol (CHEBI:146145) has functional parent kaempferol (CHEBI:28499) 8-lavandulylkaempferol (CHEBI:66558) has functional parent kaempferol (CHEBI:28499) afzelin (CHEBI:80790) has functional parent kaempferol (CHEBI:28499) cudranian 1 (CHEBI:65687) has functional parent kaempferol (CHEBI:28499) herbacetin (CHEBI:27673) has functional parent kaempferol (CHEBI:28499) hermannioside B (CHEBI:69378) has functional parent kaempferol (CHEBI:28499) kaempferide (CHEBI:6099) has functional parent kaempferol (CHEBI:28499) kaempferol 3,7-di-O-α-L-rhamnoside (CHEBI:68883) has functional parent kaempferol (CHEBI:28499) kaempferol 3-O-α-L-arabinopyranosyl-7-O-α-L-rhamnopyranoside (CHEBI:68878) has functional parent kaempferol (CHEBI:28499) kaempferol 3-O-β-D-allopyranoside (CHEBI:75796) has functional parent kaempferol (CHEBI:28499) kaempferol 3-O-β-D-apiofuranosyl-7-O-α-L-rhamnopyranoside (CHEBI:68884) has functional parent kaempferol (CHEBI:28499) kaempferol 3-O-β-D-galactopyranosyl-7-O-α-L-rhamnopyranoside (CHEBI:68881) has functional parent kaempferol (CHEBI:28499) kaempferol 3-O-β-D-galactoside (CHEBI:31742) has functional parent kaempferol (CHEBI:28499) kaempferol 3-O-β-D-glucosylgalactoside (CHEBI:80528) has functional parent kaempferol (CHEBI:28499) kaempferol 3-O-β-D-xyloside (CHEBI:76294) has functional parent kaempferol (CHEBI:28499) kaempferol 3-O-(5-O-acetyl-α-D-apiofuranosyl)-7-O-α-L-rhamnopyranoside (CHEBI:68877) has functional parent kaempferol (CHEBI:28499) kaempferol 3-O-[α-L-rhamnopyranosyl(1→2)-β-D-galactopyranosyl]-7-O-α-L-rhamnopyranoside (CHEBI:68880) has functional parent kaempferol (CHEBI:28499) kaempferol 3-O-[6-(4-coumaroyl)-β-D-glucosyl-(1→2)-β-D-glucosyl-(1→2)-β-D-glucoside] (CHEBI:31741) has functional parent kaempferol (CHEBI:28499) kaempferol 3-O-gentiobioside-7-O-rhamnoside (CHEBI:133218) has functional parent kaempferol (CHEBI:28499) kaempferol 3-O-glycoside (CHEBI:233650) has functional parent kaempferol (CHEBI:28499) kaempferol 7-O-β-D-galactopyranoside (CHEBI:75794) has functional parent kaempferol (CHEBI:28499) kaempferol O-glucoside (CHEBI:64634) has functional parent kaempferol (CHEBI:28499) kaempferol O-glucuronide (CHEBI:75720) has functional parent kaempferol (CHEBI:28499) multiflorin B (CHEBI:81208) has functional parent kaempferol (CHEBI:28499) rhamnocitrin (CHEBI:80897) has functional parent kaempferol (CHEBI:28499) robinin (CHEBI:8878) has functional parent kaempferol (CHEBI:28499) sexangularetin (CHEBI:9131) has functional parent kaempferol (CHEBI:28499) tribuloside (CHEBI:80944) has functional parent kaempferol (CHEBI:28499) kaempferol oxoanion (CHEBI:58573) is conjugate base of kaempferol (CHEBI:28499)

IUPAC Name

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

Synonyms	Sources
3,4',5,7-Tetrahydroxyflavone	KEGG COMPOUND
4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-5,7,4'-Trihydroxyflavonol	KEGG COMPOUND
5,7,4'-trihydroxyflavonol	ChemIDplus
C.I. 75640	KEGG COMPOUND
campherol	ChemIDplus
Indigo yellow	KEGG COMPOUND
Kaempferol	KEGG COMPOUND
Kaempherol	KEGG COMPOUND
Kämpferol	ChEBI
Kampherol	HMDB
Kempferol	KEGG COMPOUND
Nimbecetin	KEGG COMPOUND
Pelargidenolon	KEGG COMPOUND
Populnetin	KEGG COMPOUND
Rhamnolutein	KEGG COMPOUND
Rhamnolutin	KEGG COMPOUND
Robigenin	KEGG COMPOUND
Swartziol	KEGG COMPOUND
Trifolitin	KEGG COMPOUND

Manual Xrefs	Databases
C00004565	KNApSAcK
C05903	KEGG COMPOUND
CPD1F-90	MetaCyc
DB01852	DrugBank
HMDB0005801	HMDB
kaempferol	Wikipedia
KMP	PDBeChem
LMPK12110003	LIPID MAPS
LSM-5304	LINCS
View more database links

Registry Numbers	Types	Sources
304401	Reaxys Registry Number	Reaxys
520-18-3	CAS Registry Number	KEGG COMPOUND
520-18-3	CAS Registry Number	ChemIDplus

Citations	Types	Sources
12592675	PubMed citation	Europe PMC
15234754	PubMed citation	Europe PMC
17426744	PubMed citation	Europe PMC
17551714	PubMed citation	Europe PMC
28166217	PubMed citation	Europe PMC

Last Modified

26 October 2021

CHEBI:28499 - kaempferol

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