CAS 6901-14-0

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

Description:

The chemical substance 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, with CAS number 6901-14-0, is a complex organic compound characterized by its intricate polycyclic structure and multiple functional groups. This compound features a hexahydro framework, indicating it is saturated with hydrogen atoms, and includes methoxy groups, which are known for their electron-donating properties. The presence of an acetamide functional group suggests potential for hydrogen bonding, influencing its solubility and reactivity. The stereochemistry, indicated by the specific configuration at multiple chiral centers, plays a crucial role in determining the compound's biological activity and interaction with other molecules. Such compounds often exhibit unique pharmacological properties, making them of interest in medicinal chemistry and drug development. Overall, the structural complexity and functional diversity of this substance contribute to its potential applications in various fields, including pharmaceuticals and organic synthesis.

Formula: C₂₂H₂₅NO₆

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: N(C(C)=O)[C@@H]1C2=C([C@]3([C@@]2(C(=O)C(OC)=C3)[H])[H])C=4C(=CC(OC)=C(OC)C4OC)CC1

Synonyms:

• (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
• 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
• γ-Lumicolchicine
• gamma-Lumicolchicine

γ-Lumicolchicine

CAS: 6901-14-0

γ-Lumicolchicine

Purity: 98%

Ref: 54-OR1042204

Colchicine EP Impurity G (γ-Lumicolchicine)

CAS: 6901-14-0

Formula: C₂₂H₂₅NO₆

Color and Shape: Off-White Solid

Molecular weight: 399.44

Ref: 4Z-C-1528

γ-Lumicolchicine

CAS: 6901-14-0

gamma-Lumicolchicine, UV degradation isomer of colchicine, lacks its physiological effects; useful as a control in experiments.

Formula: C₂₂H₂₅NO₆

Color and Shape: Solid

Molecular weight: 399.44

Ref: TM-T31906

γ-Lumi (-)-Colchicine

CAS: 6901-14-0

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)

Formula: C₂₂H₂₅NO₆

Color and Shape: White

Molecular weight: 399.44

Ref: TR-L474310

Colchicine EP Impurity G

CAS: 6901-14-0

Formula: C₂₂H₂₅NO₆

Molecular weight: 399.44

Ref: ST-EA-CP-C33007

γ-Lumi (-)-colchicine

CAS: 6901-14-0

γ-Lumi (-)-colchicine is a cytotoxic agent that inhibits the activity of the sphingosine-2-phosphate receptor (SP2). It has been used to treat various types of cancer, including mesenchyme cells and leukemia. γ-Lumi (-)-colchicine binds to the 2-adrenergic receptor (AR) in the cytosol, which leads to increased levels of gamma-aminobutyric acid (GABA) and decreased levels of intracellular calcium ions (Ca2+), leading to cell death. γ-Lumi (-)-colchicine has been shown to have clinical relevance in tissue culture experiments.

Formula: C₂₂H₂₅NO₆

Purity: Min. 95%

Molecular weight: 399.4 g/mol

Ref: 3D-GAA90114