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C9754

Colchicine

≥95% (HPLC), powder, antimitotic agent

Synonym(s):

(S)-N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)acetamide

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About This Item

Empirical Formula (Hill Notation):
C22H25NO6
CAS Number:
Molecular Weight:
399.44
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
200-598-5
MDL number:
Beilstein/REAXYS Number:
2228813
Assay:
≥95% (HPLC)
Form:
powder
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Product Name

Colchicine, ≥95% (HPLC), powder

Quality Segment

assay

≥95% (HPLC)

form

powder

color

white to yellow

mp

150-160 °C (dec.) (lit.)

solubility

ethanol: 50 mg/mL

SMILES string

COC1=CC=C2C(=CC1=O)[C@H](CCc3cc(OC)c(OC)c(OC)c23)NC(C)=O

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

Colchicine is a secondary metabolite, which has anti-inflammatory properties. It is used to treat gout, crystal-induced joint inflammation, familial Mediterranean fever, Behçet disease, vasculitides and pericarditis. Colchicine inhibits cell division, intracellular vesicle motility, secretion of cytokines and chemokines. It is implicated in leukocyte diapedesis and lysosomal degranulation. Colchicine also blocks fibroblast proliferation and collagen transport to extracellular space.

Application

Colchicine has been used:
  • in the in vitro sister-chromatid exchange (SCE) assay
  • to study its in vitro antiviral, antibacterial, antifungal and cytotoxic activities
  • in microtubule disruption
  • to analyse its effects on Ca2+ transients from taxol-treated cells

Biochem/physiol Actions

Antimitotic agent that disrupts microtubules by binding to tubulin and preventing its polymerization. Stimulates the intrinsic GTPase activity of tubulin. Induces apoptosis in several normal and tumor cell lines and activates the JNK/SAPK signaling pathway.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Preparation Note

This product in powdered format can be stored in room temperature. Colchicine powder will darken upon exposure to light. Colchicine solutions can be sterilized by autoclaving or filtration. Sterilized solutions are stable for at least six months if protected from light. No appreciable colchicine hydrolysis occurred in neutral and slightly alkaline (pH = 8.1) solutions after storage frozen for 2 months.

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This Item
C3915PHR1764C2580000
assay

≥95% (HPLC)

assay

≥95% (HPLC)

assay

-

assay

-

form

powder

form

powder

form

-

form

-

Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

-

solubility

ethanol: 50 mg/mL

solubility

-

solubility

-

solubility

-

color

white to yellow

color

-

color

-

color

-

Gene Information

human ... ABCB1(5243), CYP3A4(1576), TUBA1A(7846), TUBA1B(10376), TUBA1C(84790), TUBA3C(7278), TUBA3E(112714), TUBA4A(7277), TUBB(203068), TUBB1(81027), TUBB2A(7280), TUBB2B(347733), TUBB3(10381), TUBB4A(10382), TUBB4B(10383), TUBB6(84617), TUBB8(347688)
mouse ... Abcb1a(18671), Abcb1b(18669)

Gene Information

human ... ABCB1(5243), CYP3A4(1576), TUBA1A(7846), TUBA1B(10376), TUBA1C(84790), TUBA3C(7278), TUBA3E(112714), TUBA4A(7277), TUBB(203068), TUBB1(81027), TUBB2A(7280), TUBB2B(347733), TUBB3(10381), TUBB4A(10382), TUBB4B(10383), TUBB6(84617), TUBB8(347688)
mouse ... Abcb1a(18671), Abcb1b(18669)

Gene Information

human ... TUBA1A(7846), TUBA1B(10376), TUBA1C(84790), TUBA3C(7278), TUBA3E(112714), TUBA4A(7277), TUBB(203068), TUBB1(81027), TUBB2A(7280), TUBB2B(347733), TUBB3(10381), TUBB4A(10382), TUBB4B(10383), TUBB6(84617), TUBB8(347688)

Gene Information

human ... TUBA1A(7846), TUBA1B(10376), TUBA1C(84790), TUBA3C(7278), TUBA3E(112714), TUBA4A(7277), TUBB(203068), TUBB1(81027), TUBB2A(7280), TUBB2B(347733), TUBB3(10381), TUBB4A(10382), TUBB4B(10383), TUBB6(84617), TUBB8(347688)


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pictograms

Skull and crossbonesHealth hazard

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral - Muta. 1B

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



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Global Trade Item Number

SKUGTIN
C9754-100MG04061835556366
C9754-1G04061835556373
C9754-5G04061835556380
C9754-500MG04061835543762

Questions

1–4 of 4 Questions  
  1. How long is this powder stable at room temperature approximately? After how many years is appreciable degradation to be expected?

    1 answer
    1. This product is not assigned a firm expiration date, but lots are retested every 2 years while available to assure quality. In the original sealed container, this compound is quite stable. Exposure to light and moisture may accelerate degradation over time. A specific time frame related to the degradation rate has not been established.

      Helpful?

  2. How should this colchicine be dissolved to create a solution?

    1 answer
    1. This material is soluble in ethanol at 50 mg/mL and water at 45 mg/mL. Stock solutions may be autoclaved or filter sterilized. The compound is light sensitive. Stock solutions should be stored protected from light in amber glass bottles and are stable for at least 6 months at 2 - 8°C.

      Helpful?

  3. What is the solubility of product C9754, Colchicine? Also, what is the solution stability of Colchicine?

    1 answer
    1. The solubility of Colchicine in DMSO is 426 mg/ml at 25 °C. It can also be dissolved in absolute ethanol (50 mg/ml), producing a clear to slightly hazy, yellow to yellow-green solution. However, this may require heat.

      Regarding solution stability, Colchicine powder darkens upon exposure to light. Sterilized solutions remain stable for at least six months if shielded from light. No significant hydrolysis of colchicine occurred in neutral and slightly alkaline solutions after two months of frozen storage.

      Helpful?

  4. How should Colchicine be stored as a powder and when dissolved? At which temperature?

    1 answer
    1. This product in powdered format can be stored in room temperature. Colchicine powder will darken upon exposure to light. Colchicine solutions can be sterilized by autoclaving or filtration. Sterilized solutions are stable for at least six months if protected from light. No appreciable colchicine hydrolysis occurred in neutral and slightly alkaline (pH = 8.1) solutions after storage frozen for 2 months.

      Helpful?

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