234115

Colchicine, Colchicum autumnale

Colchicine, Colchicum autumnale, CAS 64-86-8, is an inhibitor of mitosis that disrupts microtubules and inhibits tubulin polymerization. Induces apoptosis in PC12 and cerebellar granule cells.

• Synonym(s): Colchicine, Colchicum autumnale
• Empirical Formula (Hill Notation): C₂₂H₂₅NO₆
• CAS Number: 64-86-8
• Molecular Weight: 399.44
• MDL number: MFCD00078484
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• description: Merck USA index - 14, 2471
• Assay: ≥94% (HPLC)
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: yellow to off-white
• solubility: ethanol: 10 mg/mL; water: soluble
• shipped in: ambient
• storage temp.: 10-30°C
• SMILES string: N([C@H]1CCc2c(c(c(c(c2)OC)OC)OC)c3c1c[c](c(cc3)OC)=O)C(=O)C
• InChI: 1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1
• InChI key: IAKHMKGGTNLKSZ-INIZCTEOSA-N

Description

General description

Inhibitor of mitosis that is useful in cell division studies. Disrupts microtubules and inhibits tubulin polymerization. Induces apoptosis in PC12 cells and in cerebellar granule cells.

Major alkaloid of Colchicum autumnale. Inhibitor of mitosis used in cell division studies. Disrupts microtubules and inhibits tubulin polymerization. Induces apoptosis in pheochromocytoma (PC12) cells and in cerebellar granule cells.

Biochem/physiol Actions

Cell permeable: no

Primary Target
Inhibitor of mitosis

Product does not compete with ATP.

Reversible: no

Warning

Toxicity: Highly Toxic & Carcinogenic / Teratogenic (I)

Other Notes

Bonfoco, E., et al. 1995. Exp. Cell Res.218, 189.
Lindenboim, L., et al. 1995. J. Neurochem.64, 1054.
Leung, M.F., and Sartorelli, A.C. 1992. Leuk. Res.16, 929.
Santell, L. 1992. Exp. Cell Res. 201, 358.
Salmon, E.D., et al. 1984. J. Cell Biol.99, 1066.

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Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS06,GHS08
• Signal Word: Danger
• Hazard Statements: H300,H340
• Precautionary Statements: P202 - P264 - P280 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 2 Oral - Muta. 1B
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable