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Details

Stereochemistry ACHIRAL
Molecular Formula C15H10O6
Molecular Weight 286.2369
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of KAEMPFEROL

SMILES

c1cc(ccc1-c2c(c(=O)c3c(cc(cc3o2)O)O)O)O

InChI

InChIKey=IYRMWMYZSQPJKC-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C15H10O6
Molecular Weight 286.2369
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Kaempferol (3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one) is a flavonoid found in many edible plants (e.g. tea, broccoli, cabbage, kale, beans, endive, leek, tomato, strawberries and grapes) and in plants or botanical products commonly used in traditional medicine (e.g. Ginkgo biloba, Tilia spp, Equisetum spp, Moringa oleifera, Sophora japonica and propolis). Numerous preclinical studies have shown that kaempferol and some glycosides of kaempferol have a wide range of pharmacological activities, including antioxidant, anti-inflammatory, antimicrobial, anticancer, cardioprotective, neuroprotective, antidiabetic, anti-osteoporotic, estrogenic/antiestrogenic, anxiolytic, analgesic and antiallergic activities.

Approval Year

Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
0.46 mg/L
250 mg/kg single, oral
dose: 250 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
3.84 mg/L
25 mg/kg single, intravenous
dose: 25 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
1.43 μg/mL
6 mg/kg single, oral
dose: 6 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
1.51 mg × h/L
250 mg/kg single, oral
dose: 250 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
7.17 mg × h/L
25 mg/kg single, intravenous
dose: 25 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
17.72 mg × h/L
6 mg/kg single, oral
dose: 6 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
3.47 h
250 mg/kg single, oral
dose: 250 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
3.45 h
25 mg/kg single, intravenous
dose: 25 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
5.11 h
6 mg/kg single, oral
dose: 6 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Medicinal and ethnoveterinary remedies of hunters in Trinidad.
2001
Induction of glutathione synthesis in human keratinocytes by Ginkgo biloba extract (EGb761).
2001
Electrochemical behaviors of quercetin and kaempferol in neutral buffer solution.
2001 Aug
Dietary polyunsaturated fatty acid and antioxidant modulation of vascular dysfunction in the spontaneously hypertensive rat.
2001 Aug
Four new isoflavone triglycosides from Sophora japonica.
2001 Aug
Medicinal foodstuffs. XXV. Hepatoprotective principle and structures of ionone glucoside, phenethyl glycoside, and flavonol oligoglycosides from young seedpods of garden peas, Pisum sativum L.
2001 Aug
Effect of processing and storage on the antioxidant ellagic acid derivatives and flavonoids of red raspberry (Rubus idaeus) jams.
2001 Aug
Cytotoxicity and lipid peroxidation-inhibiting activity of flavonoids.
2001 Aug
Inhibitory activity for chitin synthase II from Saccharomyces cerevisiae by tannins and related compounds.
2001 Aug
Proposed active constituents of Dipladenia martiana.
2001 Dec
Coumaroyl flavonol glycosides from the leaves of Ginkgo biloba.
2001 Dec
A new C-methylated flavonoid glycoside from Pinus densiflora.
2001 Dec
Inhibition of nitric oxide synthase expression by a methanolic extract of Crescentia alata and its derived flavonols.
2001 Dec 21
Flavonoids as cycline-dependent kinase inhibitors: inhibition of cdc 25 phosphatase activity by flavonoids belonging to the quercetin and kaempferol series.
2001 Jul
Kaempferol, isorhamnetin and their glycosides in the flowers of Asclepias syriaca L.
2001 Jul-Aug
[Comparison of photometric, electrochemical and post-column fluorescence detection for the determination of flavonoids by HPLC].
2001 Jun
Flavonoid compounds in the flowers of Kitaibelia vitifolia Willd. (Malvaceae).
2001 Mar-Apr
Flavonoids and urate antioxidant interplay in plasma oxidative stress.
2001 May
Kaempferol and its glycosides in the seeds hair of Asclepias syriaca L.
2001 May-Jun
In vitro anti-inflammatory effects of quercetin 3-O-methyl ether and other constituents from Rhamnus species.
2001 Nov
A stabilized flavonoid glycoside in heat-treated Cassia alata leaves and its structural elucidation.
2001 Nov
Flavonol glycosides from the flowers of Bellis perennis.
2001 Nov
Phenolic compounds in seven South American Ilex species.
2001 Nov
Effects of flavonols on the generation of superoxide anion radicals by xanthine oxidase and stimulated neutrophils.
2001 Nov 1
Direct extraction of specific pharmacophoric flavonoids from gingko leaves using a molecularly imprinted polymer for quercetin.
2001 Nov 16
Phytochemical and pharmacological analysis of Bauhinia microstachya (Raddi) Macbr. (Leguminosae).
2001 Nov-Dec
Antioxidant ability of various flavonoids against DPPH radicals and LDL oxidation.
2001 Oct
Antioxidative components from the aerial parts of Lactuca scariola L.
2001 Oct
Effect of plant growth temperature on antioxidant capacity in strawberry.
2001 Oct
Indolopyridoquinazoline alkaloid from Leptothyrsa sprucei.
2001 Oct
Flavonol glycosides from the stems of Trigonella foenum-graecum.
2001 Oct
Alkaline phosphatase from rat liver and kidney is differentially modulated.
2001 Sep
Determination of flavonoids and stilbenes in red wine and related biological products by HPLC and HPLC-ESI-MS-MS.
2001 Sep
Polyphenolic compounds: interactions with the gut and implications for human health.
2001 Sep
Antipruritic and antidermatitic effect of extract and compounds of Impatiens balsamina L. in atopic dermatitis model NC mice.
2001 Sep
Antimicrobial activity of Argentine plants used in the treatment of infectious diseases. Isolation of active compounds from Sebastiania brasiliensis.
2001 Sep
Flavonoids protect neurons from oxidized low-density-lipoprotein-induced apoptosis involving c-Jun N-terminal kinase (JNK), c-Jun and caspase-3.
2001 Sep 15
Qualitative and quantitative chromatographic investigation of flavonoids in Bellis perennis L.
2001 Sep-Oct
Flavonoids from the flowers of Prunus spinosa L.
2001 Sep-Oct
Flavonoids and UV photoprotection in Arabidopsis mutants.
2001 Sep-Oct
Antioxidative phenolic compounds isolated from almond skins (Prunus amygdalus Batsch).
2002 Apr 10
Phenolic compounds and antioxidant capacity of Georgia-grown blueberries and blackberries.
2002 Apr 10
The role of UV-B radiation in aquatic and terrestrial ecosystems--an experimental and functional analysis of the evolution of UV-absorbing compounds.
2002 Feb
A pharmacophore for human pregnane X receptor ligands.
2002 Jan
Isolation and characterization of stelladerol, a new antioxidant naphthalene glycoside, and other antioxidant glycosides from edible daylily (hemerocallis) flowers.
2002 Jan 2
Antioxidant activity of flavonoids from Licania licaniaeflora.
2002 Mar
Hepatoprotective principles from the flowers of Tilia argentea (linden): structure requirements of tiliroside and mechanisms of action.
2002 Mar
Flavonoids increase the intracellular glutathione level by transactivation of the gamma-glutamylcysteine synthetase catalytical subunit promoter.
2002 Mar 1
Structure-activity relationships for inhibition of human 5alpha-reductases by polyphenols.
2002 Mar 15
Selective responses of three Ginkgo biloba leaf-derived constituents on human intestinal bacteria.
2002 Mar 27
Patents

Sample Use Guides

humans: orally as a component of plant (e.g. Elaeagnus Angustifolia or Ginkgo Biloba) extracts. mice: 100 mg/kg/d, p. o. for 6 weeks. rats: 20 mg/kg; i.p. daily for a period of 28 days.
Route of Administration: Other
50 μM of kaempferol specifically inhibited the cell viability by approximately 40% in Miapaca-2 cells, 15% in Panc-1 cells, and 10% in SNU-213 cells
Substance Class Chemical
Created
by admin
on Sat Jun 26 10:42:55 UTC 2021
Edited
by admin
on Sat Jun 26 10:42:55 UTC 2021
Record UNII
731P2LE49E
Record Status Validated (UNII)
Record Version
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Name Type Language
KAEMPFEROL
HSDB   INCI   MI   USP-RS  
INCI  
Official Name English
CI 75640
Common Name English
KAEMPFEROL [INCI]
Common Name English
KAEMPFEROL [IARC]
Common Name English
SWARTZIOL
Common Name English
NIMBECETIN
Common Name English
NSC-656277
Code English
3'-DEOXYQUERCETIN
Common Name English
3,4',5,7-TETRAHYDROXYFLAVONE
Systematic Name English
KAEMPFEROL (CONSTITUENT OF GINKGO) [DSC]
Common Name English
PELARGIDENON
Common Name English
KAEMPHEROL
Common Name English
PELARGIDENOLON 1497
Brand Name English
RHAMNOLUTEIN
Common Name English
4H-1-BENZOPYRAN-4-ONE, 3,5,7-TRIHYDROXY-2-(4-HYDROXYPHENYL)-
Systematic Name English
3,5,7-TRIHYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE
Systematic Name English
5,7,4'-TRIHYDROXYFLAVONOL
Systematic Name English
POPULNETIN
Common Name English
FLAVONE, 3,4',5,7-TETRAHYDROXY-
Systematic Name English
KAMPCETIN
Common Name English
ROBIGENIN
Common Name English
C.I. 75640
Common Name English
KAEMPFEROL [USP-RS]
Common Name English
KAEMPFEROL [HSDB]
Common Name English
KAEMPFEROL [MI]
Common Name English
INDIGO YELLOW
Common Name English
NSC-407289
Code English
TRIFOLITIN
Common Name English
Classification Tree Code System Code
DSLD 1221 (Number of products:6)
Created by admin on Sat Jun 26 10:42:55 UTC 2021 , Edited by admin on Sat Jun 26 10:42:55 UTC 2021
Code System Code Type Description
WIKIPEDIA
KAEMPFEROL
Created by admin on Sat Jun 26 10:42:55 UTC 2021 , Edited by admin on Sat Jun 26 10:42:55 UTC 2021
PRIMARY
USP_CATALOG
1354900
Created by admin on Sat Jun 26 10:42:55 UTC 2021 , Edited by admin on Sat Jun 26 10:42:55 UTC 2021
PRIMARY USP-RS
EPA CompTox
520-18-3
Created by admin on Sat Jun 26 10:42:55 UTC 2021 , Edited by admin on Sat Jun 26 10:42:55 UTC 2021
PRIMARY
NCI_THESAURUS
C68457
Created by admin on Sat Jun 26 10:42:55 UTC 2021 , Edited by admin on Sat Jun 26 10:42:55 UTC 2021
PRIMARY
FDA UNII
731P2LE49E
Created by admin on Sat Jun 26 10:42:55 UTC 2021 , Edited by admin on Sat Jun 26 10:42:55 UTC 2021
PRIMARY
PUBCHEM
5280863
Created by admin on Sat Jun 26 10:42:55 UTC 2021 , Edited by admin on Sat Jun 26 10:42:55 UTC 2021
PRIMARY
HSDB
7703
Created by admin on Sat Jun 26 10:42:55 UTC 2021 , Edited by admin on Sat Jun 26 10:42:55 UTC 2021
PRIMARY
ECHA (EC/EINECS)
208-287-6
Created by admin on Sat Jun 26 10:42:55 UTC 2021 , Edited by admin on Sat Jun 26 10:42:55 UTC 2021
PRIMARY
DRUG BANK
DB01852
Created by admin on Sat Jun 26 10:42:55 UTC 2021 , Edited by admin on Sat Jun 26 10:42:55 UTC 2021
PRIMARY
MERCK INDEX
M6592
Created by admin on Sat Jun 26 10:42:55 UTC 2021 , Edited by admin on Sat Jun 26 10:42:55 UTC 2021
PRIMARY Merck Index
CAS
520-18-3
Created by admin on Sat Jun 26 10:42:55 UTC 2021 , Edited by admin on Sat Jun 26 10:42:55 UTC 2021
PRIMARY
MESH
C006552
Created by admin on Sat Jun 26 10:42:55 UTC 2021 , Edited by admin on Sat Jun 26 10:42:55 UTC 2021
PRIMARY
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