C9754 Sigma-Aldrich


≥95% (HPLC), powder

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

  • CAS Number 64-86-8

  • Empirical Formula (Hill Notation) C22H25NO6

  • Molecular Weight 399.44

  •  Beilstein/REAXYS Number 2228813

  •  EC Number 200-598-5

  •  MDL number MFCD00078484

  •  PubChem Substance ID 24278348

  •  NACRES NA.77



Related Categories Antitumor Agents, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, CI-CZ, Cancer Research,
Quality Level   200
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
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)


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.


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


1, 5 g in poly bottle

100, 500 mg in poly bottle

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

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Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Signal word 
Hazard statements 
Precautionary statements 
UN 1544PSN1 6.1 / PGI
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles


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Novel and Rapid Method to Assess Proliferative Properties of Mammalian Cells by Monitoring Cell Size Distributions

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Using Global Reach to Source and Deliver Critical Plant Breeding Chemicals

For many crops, colchicine is used to produce doubled haploids, enabling homozygosity in a single generation. When used, this process enables seed development companies to deliver better-performing v...
Keywords: Agriculture

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