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Merck
CN

SML0761

Gossypin

≥90% (HPLC)

Synonym(s):

2-(3,4-Dihydroxyphenyl)-8-(β-D-glucopyranosyloxy)-3,5,7-trihydroxy- 4H-1-benzopyran-4-one, 3,3′,4′,5,7,8-Hexahydroxyflavone 8-glucoside, Gossypetin 8-glucoside

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About This Item

Empirical Formula (Hill Notation):
C21H20O13
CAS Number:
Molecular Weight:
480.38
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥90% (HPLC)
Form:
powder
Storage condition:
desiccated
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biological source

Hibiscus vitifolius

assay

≥90% (HPLC)

form

powder

storage condition

desiccated

color

, light yellow to dark green-yellow

solubility

DMSO: 15 mg/mL, clear

storage temp.

−20°C

SMILES string

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

InChI

1S/C21H20O13/c22-5-11-13(27)15(29)17(31)21(32-11)34-19-10(26)4-9(25)12-14(28)16(30)18(33-20(12)19)6-1-2-7(23)8(24)3-6/h1-4,11,13,15,17,21-27,29-31H,5H2/t11-,13-,15+,17-,21+/m1/s1

InChI key

SJRXVLUZMMDCNG-KKPQBLLMSA-N

General description

Gossypin has anti-inflammatory properties. It inhibits galactose-induced cataract formation and reduces β-amyloid-induced toxicity. Gossypin provides protection against carbon tetrachloride-induced toxicity and bis(2-choloroethyl) sulfide-induced dermal toxicity. It also induces apoptosis in myeloma cells. Gossypin has an anticonvulsant property.

Biochem/physiol Actions

Gossypin is an anti-inflammatory pentahydroxyflavone glucoside isolated from Hibiscus vitifolius that is used as an herbal remedy for diabetes, jaundice, and inflammation. Gossypin potently inhibits human cancer cell proliferation, including melanoma and glioma cells. Gossypin directly binds and inhibits BRAFV600E and CDK4 kinases, and also regulates Chk1 and Cdc25C in U251 glioma cells.
Gossypin is an anti-inflammatory pentahydroxyflavone glucoside that directly binds and inhibits BRAFV600E and CDK4 kinases.


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pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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