G8761

(±)-Gossypol from cotton seeds

≥95% (HPLC), powder, PAF antagonist/inhibitor

• Synonyme(s) : (±)-2,2′-bis(8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene)
• Formule empirique (notation de Hill) : C₃₀H₃₀O₈
• CAS Number: 303-45-7
• Poids moléculaire : 518.55
• Numéro MDL: MFCD00017352
• Code UNSPSC : 12352200
• ID de substance PubChem : 24895349
• Nomenclature NACRES : NA.77

Propriétés

• Product Name: (±)-Gossypol from cotton seeds, ≥95% (HPLC)
• Niveau de qualité: 200
• Essai: ≥95% (HPLC)
• Température de stockage: 2-8°C
• Chaîne SMILES: O=C([H])C1=C(C(O)=C(C2=C(C)C=C(C(C(C)C)=C(O)C(O)=C3C([H])=O)C3=C2O)C(C)=C4)C4=C(C(C)C)C(O)=C1O
• InChI: 1S/C30H30O8/c1-11(2)19-15-7-13(5)21(27(35)23(15)17(9-31)25(33)29(19)37)22-14(6)8-16-20(12(3)4)30(38)26(34)18(10-32)24(16)28(22)36/h7-12,33-38H,1-6H3
• Clé InChI: QBKSWRVVCFFDOT-UHFFFAOYSA-N
• Informations sur le gène: human ... AKR1B1(231), BAD(572), BCL2(596), LDHA(3939), LDHB(3945), MCL1(4170)

Description

Description générale

Gossypol is considered as an antifertility agent. It is present in cottonseed as a yellowish pigment. This reactive sesquiterpene aldehyde is present in the family Malvaceae and has a molecular mass of 518.54.

Application

(±)-Gossypol from cotton seeds has been used:

• as a standard to quantify the gossypol content in the extracts of leaves and flower buds
• to study its antifertility effects on spermatogenesis in NMRI mice
• to analyse its impact on human spermatozoa
• to incorporate into the artificial diet for larval rearing

Actions biochimiques/physiologiques

Gossypol is a male antifertility agent and PAF antagonist/inhibitor. Gossypol is a poisonous pigment found in cottonseed and its name is derived from the botanical name of the cotton plant, Gossypium.. Gossypium is extracted from selected hybrid species between two Gossypium species, Gossypium hirsutum and Gossypium barbadens. As a PAF antagonist/inhibitor, Gossypium markedly inhibited the contractile responses of guinea pig lung parenchyma strips stimulated with leukotriene B₄, seukotriene D4, and PAF-acether.

Informations sur la sécurité

• Pictogrammes: GHS08,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H302,H360F
• Conseils de prudence: P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405
• Classification des risques: Acute Tox. 4 Oral - Repr. 1B
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Équipement de protection individuelle: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges