(-)-3-Demethylcolchicine

CAS: 7336-33-6

Ref. 3D-FD20991

Product Information

• Name: (-)-3-Demethylcolchicine
• Synonyms: N-[(7S)-3-Hydroxy-9-Keto-1,2,10-Trimethoxy-6,7-Dihydro-5H-Benzo[D]Heptalen-7-Yl]Acetamide, Acetamide, N-(5,6,7,9-tetrahydro-3-hydroxy-1,2,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl)-, (S)-, Colchicine, O3-demethyl-, Benzo[a]heptalene, acetamide deriv., Colchicine, 2-demethyl-, Acetamide, N-[(7S)-5,6,7,9-tetrahydro-3-hydroxy-1,2,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl]-

Description

(-)-3-Demethylcolchicine is a natural compound, which is an analog of demecolcine. It has been shown to be toxic to cancer cells in vitro and has been used in the treatment of colon cancer. (-)-3-Demethylcolchicine appears to inhibit the activity of gamma-aminobutyric acid (GABA) receptors and inhibits the proliferation of hl-60 cells in culture. (-)-3-Demethylcolchicine also has hemolytic activity, which may be due to its ability to bind to red blood cells.

• Brand: Biosynth

Chemical properties

• Molecular weight: 385.41 g/mol
• Formula: C₂₁H₂₃NO₆
• Purity: Min. 95 Area-%
• Color/Form: Powder
• InChI: InChI=1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-17(25)20(27-3)21(28-4)19(12)13-6-8-18(26-2)16(24)10-14(13)15/h6,8-10,15,25H,5,7H2,1-4H3,(H,22,23)/t15-/m0/s1
• InChI key: InChIKey=JRRUSQGIRBEMRN-HNNXBMFYSA-N
• SMILES: COc1c(O)cc2c(c1OC)-c1ccc(OC)c(=O)cc1[C@@H](NC(C)=O)CC2