Kaempferide

Names

[ CAS No. ]:
491-54-3

[ Name ]:
Kaempferide

[Synonym ]:
4'-O-Methylkaempferol
Kaempferol 4'-methyl ether
3,5,7-trihydroxy-2-(4-methoxyphenyl)chromen-4-one
3,5,7-Trihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
3,5,7-trihydroxy-4'-methoxyflavone
Kaempferid
Kaempferide
3 5 7-trihydroxy-4'-methoxyflavone
4'-Methoxy-3,5,7-trihydroxyflavone
4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-methoxyphenyl)-
3,5,7-trihydroxy-4′-methoxyflavone
4'-Methylkaempferol

Biological Activity

[Description]:

Kaempferide is an O-methylated flavonol, a type of chemical compound. It can be found in Kaempferia galanga (aromatic ginger). The enzyme kaempferol 4'-O-methyltransferase uses S-adenosyl-L-methionine and kaempferol to produce S-adenosyl-L-homocysteine and kaempferide. P-glycoproteins.

[Related Catalog]:

Signaling Pathways >> Autophagy >> Autophagy

Signaling Pathways >> Others >> Estrogen Receptor/ERR

Natural Products >> Flavonoids

Research Areas >> Others

[References]

[1]. Otake Y, Walle T. Oxidation of the flavonoids galangin and kaempferide by human liver microsomes and CYP1A1, CYP1A2, and CYP2C9. Drug Metab Dispos. 2002 Feb;30(2):103-5.

[2]. Martineti V, Tognarini I, Azzari C et al. Inhibition of in vitro growth and arrest in the G0/G1 phase of HCT8 line human colon cancer cells by kaempferide triglycoside from Dianthus caryophyllus. Phytother Res. 2010 Sep;24(9):1302-8.

[3]. Pahua-Ramos, Maria Elena; Ortiz-Moreno, Alicia; Chamorro-Cevallos, German et al. Hypolipidemic Effect of Avocado (Persea americana Mill) Seed in a Hypercholesterolemic Mouse Model. Plant Foods for Human Nutrition (New York, NY, United States) (2012), 67(1), 10-16.

[4]. Soucek, Pavel; Kondrova, Eliska; Hermanek, Josef et al. New model system for testing effects of flavonoids on doxorubicin-related formation of hydroxyl radicals. Anti-Cancer Drugs (2011), 22(2), 176-184.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
543.8±50.0 °C at 760 mmHg

[ Melting Point ]:
156-157ºC(lit.)

[ Molecular Formula ]:
C₁₆H₁₂O₆

[ Molecular Weight ]:
300.263

[ Flash Point ]:
207.1±23.6 °C

[ Exact Mass ]:
300.063385

[ PSA ]:
100.13000

[ LogP ]:
2.74

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.710

[ Storage condition ]:
2-8°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: LK6915000

CHEMICAL NAME :: Flavanone, 4'-methoxy-3,5,7-trihydroxy-

CAS REGISTRY NUMBER :: 491-54-3

BEILSTEIN REFERENCE NO. :: 0305378

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C16-H12-O6

MOLECULAR WEIGHT :: 300.28

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 100 ug/plate

REFERENCE :: BCSTB5 Biochemical Society Transactions. (Biochemical Soc. Book Depot, POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK) V.1- 1973- Volume(issue)/page/year: 5,1489,1977

Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
KD4170000

[ HS Code ]:
29329990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Metabolite profiling of polyphenols in the Tunisian plant Tamarix aphylla (L.) Karst.

J. Pharm. Biomed. Anal. 99 , 97-105, (2014)

In this study, a detailed investigation on the composition of polyphenols of Tamarix aphylla (L.) Karst., consisting of phenolic acids and flavonoids, was carried out. In order to optimize the yield o...

Identification of known chemicals and their metabolites from Alpinia oxyphylla fruit extract in rat plasma using liquid chromatography/tandem mass spectrometry (LC-MS/MS) with selected reaction monitoring.

J. Pharm. Biomed. Anal. 97 , 166-77, (2014)

Alpinia oxyphylla (Yizhi) capsularfruits are commonly used in traditional medicine. Pharmacological studies have demonstrated that A. oxyphylla capsularfruits have some beneficial roles. Besides volat...

Highly sensitive analysis of flavonoids by zwitterionic microemulsion electrokinetic chromatography coupled with light-emitting diode-induced fluorescence detection.

J. Chromatogr. A. 1358 , 277-84, (2014)

A rapid zwitterionic microemulsion electrokinetic chromatography (ZI-MEEKC) approach coupled with light-emitting-diode-induced fluorescence (LED-IF, 480nm) detection was proposed for the analysis of f...