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(±)-Gossypol from cotton seeds

SIGMA/G8761 - ≥95% (HPLC)

Synonym: (±)-2,2′-bis(8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene)

CAS Number: 303-45-7
Empirical Formula (Hill Notation): C30H30O8
Molecular Weight: 518.55
MDL Number: MFCD00017352
Linear Formula: C30H30O8
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-G8761-100MG 100 mg
 $233.00
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45-G8761-250MG 250 mg
 $535.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: G8761-100MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: G8761-250MG

 

assay ≥95% (HPLC)
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
InChI key QBKSWRVVCFFDOT-UHFFFAOYSA-N
Quality Level 200 
SMILES string 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
storage temp. 2-8°C
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
Biochem/physiol Actions: 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.
General description: 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.
Packaging: 100, 250 mg in glass bottle
Purity ≥95% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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