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6901-13-9

6901-13-9 Structure

6901-13-9 Structure
IdentificationBack Directory
[Name]

[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
[CAS]

6901-13-9
[Synonyms]

β-Lumi(-)-Colchicine
Colchicine EP Impurity C
N-[(7S,7bR,10aS)-1,2,3,9-Tetrametho
Colchicine Impurity 3(Colchicine EP Impurity C)
N-[(7S)-5,6,7,7bβ,8,10aβ-Hexahydro-1,2,3,9-tetramethoxy-8-oxobenzo[a]cyclopenta[3,4]cyclobuta[1,2-c]cyclohepten-7-yl]acetamide
N-((7S,7bR,10aS)-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
N-[(7S,7bR,10aS)-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-[(7S,7bR,10aS)-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-(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
[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
N-[(7S,7bR,10aS)-1,2,3,9-Tetramethoxy-8-oxo-5,6,7,7b,8,10a-hexahydrobenzo[a]cyclopenta[3,4]cyclobuta[1,2-c]cyclohepten-7-yl]acetamide (β-Lumicolchicine)
[EINECS(EC#)]

230-008-1
[Molecular Formula]

C22H25NO6
[MDL Number]

MFCD00151111
[MOL File]

6901-13-9.mol
[Molecular Weight]

399.437
Chemical PropertiesBack Directory
[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
Hazard InformationBack Directory
[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.
[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)
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