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SML0761

Sigma-Aldrich

Gossypin

≥90% (HPLC)

Synonyme(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

Formule empirique (notation de Hill):
C21H20O13
Numéro CAS:
652-78-8
Poids moléculaire :
480.38
Numéro MDL:
MFCD00017429
Code UNSPSC :
12352200
ID de substance PubChem :
329825593
Nomenclature NACRES :
NA.77

Source biologique

Hibiscus vitifolius

Pureté

≥90% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

, light yellow to dark green-yellow

Solubilité

DMSO: 15 mg/mL, clear

Température de stockage

−20°C

Chaîne 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

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

Clé InChI

SJRXVLUZMMDCNG-KKPQBLLMSA-N

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Description générale

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.

Actions biochimiques/physiologiques

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Gossypin as a novel selective dual inhibitor of V-RAF murine sarcoma viral oncogene homolog B1 and cyclin-dependent kinase 4 for melanoma
Bhaskaran S, et al.
Molecular Cancer Therapeutics (2013)
Kuei-Chuan Chan et al.
Journal of the science of food and agriculture, 96(2), 381-391 (2015-01-24)
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 of VSMCs in remodeling. To examine the effect of mulberry polyphenol extracts
Anticonvulsant activity of bioflavonoid gossypin
Bangladesh Journal of Pharmacology, 4(1), 51-54 (2013)
Gema Núñez-López et al.
Enzyme and microbial technology, 122, 19-25 (2019-01-15)
Fructosylation can significantly improve the solubility, stability and bioactivity of phenolic compounds, increasing their health benefits. Levansucrase from Gluconacetobacter diazotrophicus (LsdA, EC 2.4.1.10) was found to transfer the fructosyl unit of sucrose to different classes of phenolic compounds. Among the
Saad Mustafa et al.
International journal of biological macromolecules, 143, 11-29 (2019-12-08)
Fucoidan, a macromolecule, a type of polysaccharide and contains high percentage of fucose and sulfate ester groups and other compounds in low percentage. In the last decades, a number of interesting biological activities have been studied so fucoidan has been
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