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COLCHICOSIDE

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COLCHICOSIDE Basic information

Product Name:
COLCHICOSIDE
Synonyms:
  • Colchicine Impurity 4(Colchicine EP Impurity D)
  • Colchicine EP impurity D (Colchicoside)
  • Colchicine impurity D
  • (S)-7-Acetylamino-6,7-dihydro-3-(β-D-glucopyranosyloxy)-1,2,10-trimethoxybenzo[a]heptalen-9(5H)-one
  • Aids012001
  • Aids-012001
  • N-[3-(Hexopyranosyloxy)-1,2,10-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[A]heptalen-7-yl]acetamide
  • Nsc32992
CAS:
477-29-2
MF:
C27H33NO11
MW:
547.554
EINECS:
207-513-0
Product Categories:
  • Miscellaneous Natural Products
  • Carbohydrates & Derivatives
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
477-29-2.mol
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COLCHICOSIDE Chemical Properties

Melting point:
194-197°C
Boiling point:
620.17°C (rough estimate)
Density 
1.3430 (rough estimate)
refractive index 
1.6400 (estimate)
storage temp. 
Refrigerator
solubility 
DMF: 30 mg/ml; DMSO: 30 mg/ml; PBS (pH 7.2): 10 mg/ml
form 
A crystalline solid
pka
12.74±0.70(Predicted)
color 
Light yellow to yellow
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COLCHICOSIDE Usage And Synthesis

Chemical Properties

Pale Yellow Solid

Uses

A significantly toxic Colchicine analog with no anti-inflammatory properties.

Definition

ChEBI: Colchicoside is a carbotricyclic compound, an alkaloid and a member of acetamides.

Purification Methods

Purify colchicoside by chromatography through alumina and eluting with CHCl3, then recrystallising from Me2CO, m 275-280o (after releasing solvent at 180o). It also crystallises from EtOH; see colchicine. The tetraacetate has m 175-177o, [] D 15 -57o (c 1, CHCl3). [Bellet et al. Ann Pharm Fr 10 241 1952, Chem Abstr 47 3323 1953, Beilstein 14 IV 946 for colchicine.]

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