ChemicalBook CAS DataBase List 652-78-8

652-78-8

Name	GOSSYPIN
CAS	652-78-8
Molecular Formula	C21H20O13
MDL Number	MFCD00017429
Molecular Weight	480.38
MOL File	652-78-8.mol

Synonyms

GOSSYPIN Nsc656276 Aids032470 Aids-032470 ,7-trihydroxy- COTTON CELLULOSE GOSSYPIN(P)(CALL) gossypetin-8-glucoside 3,3&#39,4&#39,5,7,8-Hexahydroxyflavone gossypin from hibiscus vitifolius*flowers 3,3',4',5,7,8-HEXAHYDROXYFLAVONE 8-GLUCOSIDE 3,3',4',5,7-PENTAHYDROXY-8-O-GLUCOSYLFLAVONE 8-[(β-D-Glucopyranosyl)oxy]-3,3',4',5,7-pentahydroxyflavone 2-(3,4-dihydroxyphenyl)-8-(beta-d-glucopyranosyloxy)-3,5,7-trihydroxy-4h-1-b 4h-1-benzopyran-4-one,2-(3,4-dihydroxyphenyl)-8-(beta-d-glucopyranosyloxy)-3,5 2-(3,4-Dihydroxyphenyl)-8-(β-D-glucopyranosyloxy)-3,5,7-trihydroxy- 4H-1-benzopyran-4-one 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-8-(β-D-glucopyranosyloxy)-3,5,7-trihydroxy- 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-8-(.beta.-D-glucopyranosyloxy)-3,5,7-trihydroxy- 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[[3,4,5-trihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]-1-benzopyran-4-one

Chemical Properties

Melting point	229-230°C
Boiling point	886.0±65.0 °C(Predicted)
density	1.883±0.06 g/cm3 (20 ºC 760 Torr)
storage temp.	-20°C
solubility	DMSO: soluble15mg/mL, clear
form	powder
pka	5.70±0.40(Predicted)
color	light yellow to dark green-yellow
Major Application	food and beverages
InChIKey	SJRXVLUZMMDCNG-KKPQBLLMSA-N
SMILES	OC[C@H]1O[C@@H](Oc2c(O)cc(O)c3C(=O)C(O)=C(Oc23)c4ccc(O)c(O)c4)[C@H](O)[C@@H](O)[C@@H]1O
LogP	-1.320 (est)

Safety Data

Hazard Codes	Xi,Xn
Risk Statements	36/37/38-62-37/38-36-22 less more
Safety Statements	26-36-37 less more
WGK Germany	3
RTECS	DJ3009900
HS Code	2938909090
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Raw materials And Preparation Products

Hazard Information

Uses

antiinflammatory, antiangiogenesis, antineoplastic, inhibits NF-kB cell response

Definition

ChEBI: A glycosyloxyflavone that is gossypetin attached to a beta-D-glucopyranosyl residue at position 8 via a glycosidic linkage.

Biological Activity

Gossypin is an anti-inflammatory pentahydroxyflavone glucoside isolated from Hibiscus vitifolius th at is used as an herbal remedy for diabetesjaundiceand inflammation. Gossypin potently inhibits human cancer cell proliferationincluding melanoma and glioma cells. Gossypin directly binds and inhibits BRAFV600E and CDK4 kinasesand also regulates Chk1 and Cdc25C in U251 glioma cells.

in vivo

Gossypin (10-20 mg/kg; p.o.; 30 days) attenuates Isoprenaline (ISO) (HY-108353)-induced ischemic/reperfusion (I/R) in rats via alteration of oxidative stress, inflammatory reaction and gut microbiota^[2].

Animal Model:	Sprague Dawley (SD) rats (200-225 g; male; 8-10 weeks)^[2]
Dosage:	10, 20 mg/kg
Administration:	Oral gavage (p.o.); 30 days
Result:	Reduced the infarct size induced by Isoprenaline (ISO) (HY-108353). Showed the boosted level of LVESP, SW, ESPVR, DP, EDPVR and suppressed level of LVEDP. Increased the bodyweight and suppressed the heart weight and heart/body weight ratio. Suppressed the level of triglyceride (TG), total cholesterol (TC), low-density lipoprotein (LDL), very low-density lipoprotein (VLDL) and increased the level of high-density lipoprotein (HDL). Suppressed the level of nitric oxide synthase (iNOS) and nitric oxide (NO). Decreased the level of MMP-2 and MMP-9. Suppressed the level of inflammatory cytokines (TNF-α, IL-1β, IL-6) and decreased the level of NF-κB in the serum and heart tissue. Suppressed the apoptosis of muscle fibres with edema and necrosis.

storage

Store at -20°C

Spectrum Detail

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