[7S-(7alpha,7bbeta,10abeta)]-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 Chemical Properties

Melting point:

177-180°C

Density 

1.30±0.1 g/cm3 (20 ºC 760 Torr)

storage temp. 

Amber Vial, -20°C Freezer, Under Inert Atmosphere

solubility 

Chloroform (Slightly), Methanol (Sparingly)

form 

Solid

color 

Off-White to Pale Orange

Stability:

Light Sensitive

[7S-(7alpha,7bbeta,10abeta)]-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 Usage And Synthesis

Description

This alkaloid has been isolated from a number of plants including Colchicum kesselringii, C. luteum Baker, Merendera jolanta E. Czerniak, M. raddeana Rgl.and M. robusta Bge. It forms colourless crystals from CHC13-Et20. It is possible that this base may be an artifact formed during the isolation process.

Chemical Properties

Pale Yellow Solid

Uses

An analog of Colchicine (C640000), β-lumicolchicine, does not bind tubulin or disrupt microtubules. A GABAA receptor chloride channel.

Definition

ChEBI: LSM-4236 is a carbotricyclic compound, a member of acetamides and an alkaloid.

References

Santavy, Collect. Czech. Chem. Commun., 16,665 (1951)
Santavy, Pharm. Zent., 96, 307 (1957)
Yusupov, Sadykov, Tr. Nauch. Tashkent. Gos. Univ., 203, 3, 15 (1962)
YUSUpOY, SadykoY, J. Gen. Chem. USSR, 34, 1672 (1964)
Yusupov, Sadykov, Tr. Nauch. Tashkent. Gos. Univ., 286,11,56 (1966)
Chommedov, Yusupov, Sadykov, Khim. Prir. Soedin., 6, 82, 275 (1970)
Trozyan, Yusupov, Sadykov, ibid, 7,541 (1971)
Santavy, Tr. Nauchi. Tashkent, 11 (1972)

[7S-(7alpha,7bbeta,10abeta)]-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(6901-13-9)Related Product Information

• Colchicine