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.
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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All Photos(5)
About This Item
Empirical Formula (Hill Notation):
C22H25NO6
CAS Number:
Molecular Weight:
399.44
Beilstein:
2228813
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.
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Product Name
Colchicine, ≥95% (HPLC), powder
Quality Level
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
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)
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General description
Colchicine is a secondary metabolite,[1] which has anti-inflammatory properties.[2] 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.[2] It is implicated in leukocyte diapedesis and lysosomal degranulation. Colchicine also blocks fibroblast proliferation and collagen transport to extracellular space.[1]
Application
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.
Storage and Stability
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
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
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Colchicine today
Niel E and Scherrmann JM
Joint, Bone, Spine : Revue du Rhumatisme, 73(6), 672-678 (2006)
Genotoxic, cytostatic, antineoplastic and apoptotic effects of newly synthesized antitumour steroidal esters
Karapidaki I, et al.
Mutation Research. Genetic Toxicology and Environmental Mutagenesis, 675(1), 51-59 (2009)
Colchicine-an overview for plant biotechnologists
Ramawat KG and Merillon JM
Bioactive Molecules and Medicinal Plants, 215-232 (2008)
Lynette J Oost et al.
Journal of cachexia, sarcopenia and muscle, 10(3), 630-642 (2019-03-22)
Skeletal muscle is a plastic tissue that adapts to changes in exercise, nutrition, and stress by secreting myokines and myometabolites. These muscle-secreted factors have autocrine, paracrine, and endocrine effects, contributing to whole body homeostasis. Muscle dysfunction in aging sarcopenia, cancer
Effect of the microtubule polymerizing agent taxol on contraction, Ca2+ transient and L-type Ca2+ current in rat ventricular myocytes
Howarth FC, et al.
The Journal of Physiology, 516(2), 409-419 (1999)
Articles
Discover Bioactive Small Molecules for ADME/Tox
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How should this colchicine be dissolved to create a solution?
1 answer-
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What is the solubility of product C9754, Colchicine? Also, what is the solution stability of Colchicine?
1 answer-
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.
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How should Colchicine be stored as a powder and when dissolved? At which temperature?
1 answer-
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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