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vitexin

Names

[ CAS No. ]:
3681-93-4

[ Name ]:
vitexin

[Synonym ]:
4H-1-Benzopyran-4-one, 5,7-dihydroxy-8-β-D-glucopyranosyl-2-(4-hydroxyphenyl)-
4H-1-Benzopyran-4-one, 5,7-dihydroxy-8-β-D- glucopyranosyl-2-(4-hydroxyphenyl)-
8-Glucosylapigenin
vitexin
Apigenin8-C-glucoside
8-b-D-Glucopyranosyl-apigenin
ORIENTOSIDE
Apigenin 8-C-β-D-glucopyranoside
Vitxein
4H-1-Benzopyran-4-one, 8-β-D-glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-
5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-4H-chromen-4-one
D-Glucitol, 1,5-anhydro-1-C-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-8-yl]-, (1S)-
8-D-Glucosyl-4',5,7-trihydroxyflavone
8-β-D-Glucopyranosyl-apigenin
(1S)-1,5-Anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-D-glucitol
8-β-D-Glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
Apigenin 8-C-glucoside
Apigenin-8-C-glucoside
4',5,7-trihydroxyflavone-8-C-glucoside
5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-4H-chromen-4-on
5,7-Dihydroxy-2-(4-hydroxyphényl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxyméthyl)tétrahydro-2H-pyran-2-yl]-4H-chromén-4-one

Biological Activity

[Description]:

Vitexin is a c-glycosylated flavone, and is found in various medicinal plants species such as Ficus deltoid and Spirodela polyrhiza. Vitexin has a wide range of pharmacological effects, including anti-oxidant, anti-cancer, anti-inflammatory, anti-hyperalgesic, and neuroprotective effects[1][2].

[Related Catalog]:

Research Areas >> Cancer
Research Areas >> Cardiovascular Disease
Signaling Pathways >> Others >> Others
Research Areas >> Metabolic Disease
Research Areas >> Neurological Disease

[In Vivo]

Vitexin exerts neuroprotective effect against pentylenetetrazole-induced seizures, scopolamine-induced memory impairment, and glutamate-induced neuronal excitotoxicity[1].

[References]

[1]. He M, et al. A review on the pharmacological effects of vitexin and isovitexin. Fitoterapia. 2016 Dec;115:74-85.

[2]. Lima LKF, et al. A Brief Review on the Neuroprotective Mechanisms of Vitexin. Biomed Res Int. 2018 Dec 5;2018:4785089.

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
767.7±60.0 °C at 760 mmHg

[ Melting Point ]:
256-257ºC

[ Molecular Formula ]:
C21H20O10

[ Molecular Weight ]:
432.378

[ Flash Point ]:
273.1±26.4 °C

[ Exact Mass ]:
432.105652

[ PSA ]:
181.05000

[ LogP ]:
1.28

[ Vapour Pressure ]:
0.0±2.7 mmHg at 25°C

[ Index of Refraction ]:
1.743

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DJ2984000
CHEMICAL NAME :
4H-1-Benzopyran-4-one, 5,7-dihydroxy-8-beta-D-glucopyranosyl-2-(4-hydroxyphe nyl)-
CAS REGISTRY NUMBER :
3681-93-4
LAST UPDATED :
199712
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C21-H20-O10
MOLECULAR WEIGHT :
432.41

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD25 - Lethal Dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Sex chromosome loss and nondisjunction
TEST SYSTEM :
Human Lymphocyte
DOSE/DURATION :
200 mg/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 246,205,1991

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
DJ2984000

[ HS Code ]:
29389090

Precursor & DownStream

Articles

The identification of a novel SIRT6 modulator from Trigonella foenum-graecum using ligand fishing with protein coated magnetic beads.

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 968 , 105-11, (2014)

SIRT6 is a histone deacetylase that has been proposed as a potential therapeutic target for metabolic disorders and the prevention of age-associated diseases. Thus the identification of compounds that...

Activity-guided isolation, identification and quantification of biologically active isomeric compounds from folk medicinal plant Desmodium adscendens using high performance liquid chromatography with diode array detector, mass spectrometry and multidimentional nuclear magnetic resonance spectroscopy.

J. Pharm. Biomed. Anal. 102 , 54-63, (2014)

The antioxidant activity of the crude extract (60% ethanol) from the leaves of Desmodium adscendens (Sw.) DC. (Fabaceae) was observed in DPPH, xanthine/xanthine oxidase, lipid peroxydation and neutrop...

In vitro and in silico studies to explore structural features of flavonoids for aldehyde oxidase inhibition.

Arch. Pharm. (Weinheim) 347(10) , 738-47, (2014)

Aldehyde oxidase (AO), an important enzyme in the biotransformation of drugs and xenobiotics, is inhibited by flavonoids. This enzyme can metabolize both aldehydes and N-heterocycles. In this work, a ...


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