Synonym: 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
CAS Number: 652-78-8
Empirical Formula (Hill Notation): C21H20O13
Molecular Weight: 480.38
MDL Number: MFCD00017429
Linear Formula: C21H20O13
Product Type: Chemical
| assay |
≥90% (HPLC) |
| biological source |
Hibiscus vitifolius |
| color |
, light yellow to dark green-yellow |
| form |
powder |
| 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 |
| Quality Level |
100  |
| 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 |
| solubility |
DMSO: 15 mg/mL, clear |
| storage condition |
desiccated |
| storage temp. |
−20°C |
| 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. |
| 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. |
| Packaging: |
50 mg in glass bottle |
| Purity |
≥90% (HPLC) |
| Storage Temp. |
−20°C |
| UNSPSC |
12352200 |
GHS07