CAS 477-29-2

Colchicoside

Description:

Colchicoside, with the CAS number 477-29-2, is a chemical compound derived from the plant Colchicum autumnale, commonly known as autumn crocus. It is a glycoside of colchicine, which is known for its anti-inflammatory and analgesic properties. Colchicoside exhibits a variety of biological activities, including potential effects on cell division and muscle relaxation, making it of interest in pharmacological research. The compound is typically characterized by its crystalline structure and is soluble in polar solvents. Its mechanism of action is thought to involve the inhibition of microtubule polymerization, similar to colchicine, which affects cellular processes. Due to its biological effects, colchicoside has been studied for potential therapeutic applications, particularly in treating conditions like gout and other inflammatory diseases. However, its use is accompanied by caution due to possible toxicity and side effects associated with colchicine derivatives. As with any chemical substance, proper handling and adherence to safety guidelines are essential when working with colchicoside.

Formula: C₂₇H₃₃NO₁₁

InChI: InChI=1S/C27H33NO11/c1-12(30)28-16-7-5-13-9-19(38-27-24(34)23(33)22(32)20(11-29)39-27)25(36-3)26(37-4)21(13)14-6-8-18(35-2)17(31)10-15(14)16/h6,8-10,16,20,22-24,27,29,32-34H,5,7,11H2,1-4H3,(H,28,30)/t16-,20+,22+,23-,24+,27+/m0/s1

InChI key: InChIKey=UXAFRQPVHYZDED-ZZEDUEFDSA-N

SMILES: O(C)C1=C2C=3C([C@@H](NC(C)=O)CCC2=CC(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C1OC)=CC(=O)C(OC)=CC3

Synonyms:

• 3-Demethylcolchicine glucoside
• Acetamide, N-[(7S)-3-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-5,6,7,9-tetrahydro-1,2,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl]-
• Acetamide, N-[3-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-5,6,7,9-tetrahydro-1,2,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl]-, (S)-
• Benzo[a]heptalene, acetamide deriv.
• Brn 0072204
• N-[(7S)-3-(beta-D-glucopyranosyloxy)-1,2,10-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide
• N-[(7S)-3-(β-<span class="text-smallcaps">D</span>-Glucopyranosyloxy)-5,6,7,9-tetrahydro-1,2,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl]acetamide
• N-[3-(hexopyranosyloxy)-1,2,10-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide
• Nsc 32992
• Nsc 624672
• Acetamide, N-[3-(β-D-glucopyranosyloxy)-5,6,7,9-tetrahydro-1,2,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl]-, (S)-
• Colchicoside
• Acetamide, N-[(7S)-3-(β-D-glucopyranosyloxy)-5,6,7,9-tetrahydro-1,2,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl]-

Colchicine EP Impurity D (Colchicoside)

CAS: 477-29-2

Formula: C₂₇H₃₃NO₁₁

Color and Shape: Off-White Solid

Molecular weight: 547.56

Ref: 4Z-C-1519

Colchicoside

CAS: 477-29-2

Colchicoside (3-Demethylcolchicine glucoside) is extracted from Gloriosa superba and shows efficacy in a murine model of pancreatic adenocarcinoma.

Formula: C₂₇H₃₃NO₁₁

Purity: 99.73% - 99.76%

Color and Shape: Solid

Molecular weight: 547.55

Ref: TM-T36115

Colchicoside

CAS: 477-29-2

Formula: C₂₇H₃₃NO₁₁

Molecular weight: 547.55

Ref: 7W-GC4766

Colchicoside

CAS: 477-29-2

Colchicoside

Purity: ≥98%

Molecular weight: 547.55g/mol

Ref: 54-BUP06853

N-[(7S,12aRa)-3-(β-D-Glucopyranosyloxy)-1,2,10-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide (Colchicoside)

Controlled Product

CAS: 477-29-2

Formula: C₂₇H₃₃NO₁₁

Color and Shape: Neat

Molecular weight: 547.55

Ref: 86-MM1083.04

Colchicoside

Controlled Product

CAS: 477-29-2

Formula: C₂₇H₃₃NO₁₁

Color and Shape: Neat

Molecular weight: 547.55

Ref: 04-C11693420

Colchicoside

Controlled Product

CAS: 477-29-2

Applications A significantly toxic Colchicine analog with no anti-inflammatory properties.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Chaudhuri, P., et al.: J. Nat. Prod., 56, 1174 (1993), Gomez, D., et al.: J. Chem. Ecol., 29, 1117 (2003), Poutaraud, A., et al.: Environ. Exper. Botany, 54, 101 (2005),

Formula: C₂₇H₃₃NO₁₁

Color and Shape: Light Yellow

Molecular weight: 547.55

Ref: TR-C640050

Colchicoside-d3

Controlled Product

CAS: 477-29-2

Formula: C₂₇D₃H₃₀NO₁₁

Color and Shape: Neat

Molecular weight: 550.569

Ref: TR-C640052

Thiocolchicoside EP Impurity D

CAS: 477-29-2

Formula: C₂₇H₃₃NO₁₁

Molecular weight: 547.6

Ref: ST-EA-CP-T44004

Colchicine EP Impurity D

CAS: 477-29-2

Formula: C₂₇H₃₃NO₁₁

Molecular weight: 547.55

Ref: ST-EA-CP-C33004

Colchicoside

CAS: 477-29-2

Colchicoside is a natural compound that belongs to the chemical family of phenylpropanoids. It is used in the treatment of gout and pseudogout, and has been shown to be effective against demecolcine-induced hemolytic activity. Colchicoside has also shown to be an analog for other compounds with toxicological studies, such as hydrochloric acid and potassium dichromate. The toxicity studies performed on colchicoside have shown that it can cause damage to cells in culture by inhibiting DNA repair mechanisms.

Formula: C₂₇H₃₃NO₁₁

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 547.55 g/mol

Ref: 3D-MC16661