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Merck

234115

Colchicine

From Colchicum autumnale, is an inhibitor of mitosis that disrupts microtubules and inhibits tubulin polymerization. Induces apoptosis in PC12 and cerebellar granule cells

Sinónimos:

Colchicine, Colchicum autumnale

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Fórmula empírica (notación de Hill):
C22H25NO6
Número CAS:
Peso molecular:
399.44
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥94% (HPLC)
Form:
powder
Quality level:
Storage condition:
OK to freeze, protect from light
Servicio técnico
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Nombre del producto

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.

Quality Level

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

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

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.
Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Legal Information

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

Disclaimer

Toxicity: Highly Toxic & Carcinogenic / Teratogenic (I)


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Skull and crossbonesHealth hazard

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral - Muta. 1B

Clase de almacenamiento

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



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E Bonfoco et al.
Experimental cell research, 218(1), 189-200 (1995-05-01)
Exposure to 1 microM colchicine, a microtubule disrupting agent, triggered apoptosis in rat cerebellar granule cells (CGC). Apoptotic nuclei began to appear after 12 h followed by oligonucleosomal DNA laddering, whereas inhibition of the mitochondrial 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazoliumbromide metabolism became significant between
E D Salmon et al.
The Journal of cell biology, 99(3), 1066-1075 (1984-09-01)
At metaphase, the amount of tubulin assembled into spindle microtubules is relatively constant; the rate of tubulin association equals the rate of dissociation. To measure the intrinsic rate of dissociation, we microinjected high concentrations of colchicine, or its derivative colcemid
M F Leung et al.
Leukemia research, 16(9), 929-935 (1992-09-01)
We and others have previously shown that microtubules (MT) are stained more intensely and are organized differently in differentiating leukemia cells. To study the effects of the MT disrupting drugs, colchicine (Coln) and vincristine (VCR), on the maturation process, HL-60