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Alternative_name
(±)-2,2′-bis(8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene; NSC 56817; NSC 524336; BL 193; Pogosin
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Description
Isolated from cotton seeds. It causes infertility in a variety of cotton pests and spermatogenesis arrest in humans. Gossypol also has antimalarial properties, preventing the growth of P. falciparum at low micromolar concentrations. It inhibits aldose reductase (Ki = 0.5 µM).Gossypol also acts as an anticancer agent, inhibiting cell growth in various cancer cell lines, in part by blocking the anti-apoptotic functions of Bcl-2 and Bcl-xL, again at low micromolar concentrations. Also acts as a non-selective competitive inhibitor of NADH binding to LDH, with K(i) values of 1.9, 1.4, and 4.2 µM for LDH-A4, -B4, and -C4, respectively.
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CAS Number
303-45-7
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Structure Available
Y
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Salt Form
No
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Molecular Formula
C₃₀H₃₀O₈
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Molecular Weight
518.55
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Cell Permeable
Yes
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Purity
≥95%
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Solubilities
DMSO (>10 mg/ml) or EtOH (>10 mg/ml with slight warming)
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Handling
Protect from air and light
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Tag Line
An anticancer agent and LDH inhibitor
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Storage Condition
-20°C
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Shipping Condition
Gel pack
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Shelf Life
24 months
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MDL Number
MFCD00017352
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PubChem CID
3503
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SMILES
CC1=C(C(=C2C(=C1)C(=C(C(=C2C=O)O)O)C(C)C)O)C3=C(C=C4C(=C3O)C(=C(C(=C4C(C)C)O)O)C=O)C
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InChi
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
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InChi Key
QBKSWRVVCFFDOT-UHFFFAOYSA-N
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MSDS Available
Yes
