A glycoside form of 3-demethylcolchicine
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Colchicoside

Item No. 11831

Technical Information
Formal Name
N-[(7S)-3-(β-D-glucopyranosyloxy)-5,6,7,9-tetrahydro-1,2,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl]-acetamide
CAS Number
477-29-2
Synonyms
  • 3-Demethylcolchicine glucoside
Molecular Formula
C27H33NO11
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
244, 247 nm
SMILES
O[C@H]([C@H]1O)[C@H](O)[C@@H](CO)O[C@H]1OC2=CC3=C(C(C([C@@H](NC(C)=O)CC3)=C4)=CC=C(OC)C4=O)C(OC)=C2OC
InChi Code
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-/m1/s1
InChi Key
UXAFRQPVHYZDED-HMZBFJTNSA-N
Origin
Natural/Source unknown
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Colchicoside is a glycoside form of 3-demethylcolchicine that has been found in G. superba.1 Unlike cholchicine and 3-demethylcolchicine, colchicoside does not displace [3H]-colchicine from rat brain tubulin in vitro when used at a concentration of 25 μM.2 Colchicoside (1 and 10 μM) increases levels of the cytochrome P450 (CYP) isoforms CYP2C9 and CYP2E1 in primary human hepatocytes.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Capistrano, I.R., Vangestel, C., Vanpachtenbeke, H., et alCoadministration of a Gloriosa superba extract improves the in vivo antitumoural activity of gemcitabine in a murine pancreatic tumour mode. Phytomedicine 23(12), 1434-1440 (2016).

    2. Sugio, K., Maruyama, M., Tsurufuji, S., et alSeparation of tubulin-binding and anti-inflammatory activity in colchicine analogs and congeners. Life Sci. 40(1), 35-39 (1987).

    3. Dvorák, Z., Ulrichová, J., Modrianský, M., et alEffect of colchicine and its derivatives on the expression of selected isoforms of cytochrome P450 in primary cultures of human hepatocytes. Acta Univ. Palacki. Olomuc. Fac. Med. 143, 47-50 (2000).