Gossypin

Names

[ CAS No. ]:
652-78-8

[ Name ]:
Gossypin

[Synonym ]:
Gossypetin 8-O-glucoside
3,5,7,8,3',4'-hexahydroxyflavone-8-O-glucopyranoside
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
3,3',4',5,7-pentahydroxyflavone-8-O-glucoside
Gossypin
Gossypetin-8-glucoside

Biological Activity

[Description]:

Gossypin is a flavone isolated from Hibiscus vitifolius and has antioxidant, antiinflammatory, anticancer, anticataract, antidiabetic, analgesic and hepatoprotective activities. Gossypin inhibits NF-κB and NF-κB-regulated gene expression. Gossypin inhibits RANKL-induced osteoclastogenesis both in mouse primary bone marrow cells and RAW 264.7 cells in vitro[1][2].

[Related Catalog]:

Research Areas >> Cancer

Research Areas >> Cardiovascular Disease

Research Areas >> Inflammation/Immunology

[Target]

IC50: NF-κB[1]

[References]

[1]. Ajaikumar B Kunnumakkara, et al. Gossypin, a pentahydroxy glucosyl flavone, inhibits the transforming growth factor beta-activated kinase-1-mediated NF-kappaB activation pathway, leading to potentiation of apoptosis, suppression of invasion, and abrogation of osteoclastogenesis. Blood. 2007 Jun 15;109(12):5112-21.

[2]. Kanika Patel, et al. Gossypin: A phytochemical of multispectrum potential. the Journal of Coastal Life Medicine.

Chemical & Physical Properties

[ Density]:
1.883 g/cm3

[ Boiling Point ]:
886ºC at 760 mmHg

[ Melting Point ]:
229-230ºC

[ Molecular Formula ]:
C₂₁H₂₀O₁₃

[ Molecular Weight ]:
480.37600

[ Flash Point ]:
310.8ºC

[ Exact Mass ]:
480.09000

[ PSA ]:
230.74000

[ Index of Refraction ]:
1.799

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DJ3009900

CHEMICAL NAME :: 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-8-(beta-D-glucopyranosyloxy)- 3,5,7- trihydroxy-

CAS REGISTRY NUMBER :: 652-78-8

BEILSTEIN REFERENCE NO. :: 0071526

LAST UPDATED :: 199612

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C21-H20-O13

MOLECULAR WEIGHT :: 480.41

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2240 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: INJPD2 Indian Journal of Pharmacology. (Dept. of Pharmacology, Baranas Hindu Univ., Varanasi 221 005, India) V.1- 1968(?)- Volume(issue)/page/year: 10,277,1978

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 125 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 9,647,1959

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 26300 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 9,647,1959

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26-36-37

[ RIDADR ]:
NONH for all modes of transport

Articles

Impact of polyphenolic components from mulberry on apoptosis of vascular smooth muscle cells.

J. Sci. Food Agric. 96 , 381-91, (2015)

Previous studies have shown that mulberry polyphenolic compounds have an anti-atherosclerotic effect in rabbits. Apoptosis of vascular smooth muscle cells (VSMCs) is the key determinant of the number ...