ChemicalBook--->CAS DataBase List--->652-78-8

652-78-8

652-78-8 Structure

652-78-8 Structure
IdentificationBack Directory
[Name]

GOSSYPIN
[CAS]

652-78-8
[Synonyms]

GOSSYPIN
Nsc656276
Aids032470
Aids-032470
,7-trihydroxy-
COTTON CELLULOSE
GOSSYPIN(P)(CALL)
gossypetin-8-glucoside
3,3',4',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
[Molecular Formula]

C21H20O13
[MDL Number]

MFCD00017429
[MOL File]

652-78-8.mol
[Molecular Weight]

480.38
Chemical PropertiesBack Directory
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi,Xn
[Risk Statements ]

36/37/38-62-37/38-36-22
[Safety Statements ]

26-36-37
[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 ProductsBack Directory
Hazard InformationBack Directory
[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 DetailBack Directory
[Spectrum Detail]

GOSSYPIN(652-78-8)1HNMR
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