gamma-Lumi (-)-Colchicine

CAS: 6901-14-0

Ref. TR-L474310

Product Information

• Name: gamma-Lumi (-)-Colchicine
• Synonyms: -(5,6,7,7b,8,10a-hexahydro-1,2,3,9-tetramethoxy-8-oxobenzo[a]cyclopenta[3,4]cyclobuta[1,2-c]cyclohepten-7-yl)-, [7S-(7α,7bα,10aα)]acetamide, γ-Lumicolchicine, N-[(7S,7bS,10aR)-5,6,7,7b,8,10a-Hexahydro-1,2,3,9-tetramethoxy-8-oxobenzo[a]cyclopenta[3,4]cyclobuta[1,2-c]cyclohepten-7-yl]acetamide, (7S-(7alpha,7balpha,10aalpha))-N-(5,6,7,7b,8,10a-Hexahydro-1,2,3,9-tetramethoxy-8-oxobenzo(a)cyclopenta(3,4)cyclobuta(1,2-c)cyclohepten-7-yl)acetamide, Acetamide, N-(5,6,7,7b,8,10a-hexahydro-1,2,3,9-tetramethoxy-8-oxobenzo[a]cyclopenta[3,4]cyclobuta[1,2-c]cyclohepten-7-yl)-, [7S-(7α,7bα,10aα)]-, Acetamide, N-[(7S,7bS,10aR)-5,6,7,7b,8,10a-hexahydro-1,2,3,9-tetramethoxy-8-oxobenzo[a]cyclopenta[3,4]cyclobuta[1,2-c]cyclohepten-7-yl]-, N-[(7S,7bS,10aR)-1,2,3,9-tetramethoxy-8-oxo-5,6,7,7b,8,10a-hexahydrobenzo[a]cyclopenta[3,4]cyclobuta[1,2-c][7]annulen-7-yl]acetamide

Description

Applications γ-Lumi (-)-Colchicine is a component of Colchicum species of plants and an electrocyclization product of Colchicine (C640000), an antimitotic agent that disrupts microtubules polymerization.
References Lunduena, R.F., et al.: Curr. Opin. Cell Biol., 4, 53 (1992); Ceccatelli, S., et al.: Neuroreport, 8, 3779 (1997); Want, T.H., et al.: J. Biol. Chem., 273, 4928 (1998); Andreu, J.M., et al.: Biochemistry, 37, 8356 (1998); Jordan, A., et al.: Med. Res. Rev., 18, 259 (1998)

• Brand: TRC

Chemical properties

• Molecular weight: 399.44
• Formula: C₂₂H₂₅NO₆
• Color/Form: White
• InChI: InChI=1S/C22H25NO6/c1-10(24)23-13-7-6-11-8-15(27-3)21(28-4)22(29-5)16(11)17-12-9-14(26-2)20(25)18(12)19(13)17/h8-9,12-13,18H,6-7H2,1-5H3,(H,23,24)/t12-,13-,18-/m0/s1
• InChI key: InChIKey=VKPVZFOUXUQJMW-LXIYXOSZSA-N
• SMILES: COC1=C[C@H]2C3=C([C@@H](NC(C)=O)CCc4cc(OC)c(OC)c(OC)c43)[C@H]2C1=O