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Home > Encyclopedia > [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

[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 structure

[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 

structure
  • CAS No:

    6901-13-9

  • Formula:

    C22H25NO6

  • Chemical 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

  • Synonyms:

    [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;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)-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-Tetrametho;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]-;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;β-Lumi(-)-Colchicine

  • Categories:

    Natural Products  >  Alkaloids

Description

Pale Yellow Solid


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.


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

[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 Basic Attributes

399.437

399.44

2300081

Off-White to Pale Orange

Characteristics

83.09000

2.66680

1.30±0.1 g/cm3 (20 ºC 760 Torr)

177-180°C

623.2ºC at 760mmHg

330.7ºC

1.596

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

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

Safety Information

P264, P270, P301+P312, P330, P501

H302

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 2 companies from 1 notifications to the ECHA C&L Inventory.

[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 Use and Manufacturing

An analog of Colchicine (C640000), β-lumicolchicine, does not bind tubulin or disrupt microtubules.

Computed Properties

Molecular Weight:399.4
XLogP3:1.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:5
Exact Mass:399.16818752
Monoisotopic Mass:399.16818752
Topological Polar Surface Area:83.1
Heavy Atom Count:29
Complexity:758
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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