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Merck
모든 사진(5)

주요 문서

C9754

Sigma-Aldrich

Colchicine

≥95% (HPLC), powder, antimitotic agent

동의어(들):

(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

실험식(Hill 표기법):
C22H25NO6
CAS Number:
Molecular Weight:
399.44
Beilstein:
2228813
EC Number:
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.77

제품명

Colchicine, ≥95% (HPLC), powder

Quality Level

분석

≥95% (HPLC)

양식

powder

색상

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

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일반 설명

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.

애플리케이션

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

생화학적/생리학적 작용

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.

특징 및 장점

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.

저장 및 안정성

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.

픽토그램

Skull and crossbonesHealth hazard

신호어

Danger

유해 및 위험 성명서

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

개인 보호 장비

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


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문서 라이브러리 방문

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
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)
A leukemia fusion protein attenuates the spindle checkpoint and promotes aneuploidy
Boyapati A, et al.
Blood, 109(9), 3963-3971 (2007)

문서

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