C9754

Colchicine

Name: Colchicine
Brand: SIGMA

≥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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크기 선택

제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):

C₂₂H₂₅NO₆

CAS 번호:

64-86-8

Molecular Weight:

399.44

NACRES:

NA.77

PubChem Substance ID:

24278348

UNSPSC Code:

12352200

EC Number:

200-598-5

MDL number:

MFCD00078484

Beilstein/REAXYS Number:

2228813

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제품 이름

Colchicine, ≥95% (HPLC), powder

InChI key

IAKHMKGGTNLKSZ-INIZCTEOSA-N

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

SMILES string

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

assay

≥95% (HPLC)

form

powder

color

white to yellow

mp

150-160 °C (dec.) (lit.)

solubility

ethanol: 50 mg/mL

Quality Level

200

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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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.

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.

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.

pictograms

GHS06,GHS08

signalword

Danger

hcodes

H300,H340

pcodes

P202 - P264 - P270 - P280 - P301 + P310 - P405

Hazard Classifications

Acute Tox. 2 Oral - Muta. 1B

저장 등급

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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문서 라이브러리 방문

Colchicine-an overview for plant biotechnologists

Ramawat KG and Merillon JM

Bioactive Molecules and Medicinal Plants, 215-232 (2008)

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 today

Niel E and Scherrmann JM

Joint, Bone, Spine : Revue du Rhumatisme, 73(6), 672-678 (2006)

A leukemia fusion protein attenuates the spindle checkpoint and promotes aneuploidy

Boyapati A, et al.

Blood, 109(9), 3963-3971 (2007)

Fibroblast growth factor 21 controls mitophagy and muscle mass.

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

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문서

Discover Bioactive Small Molecules for ADME/Tox

Colchicine

≥95% (HPLC), powder, antimitotic agent

크기 선택

제품정보 (DICE 배송 시 비용 별도)

주요 문서

속성

제품 이름

InChI key

InChI

SMILES string

assay

form

color

mp

solubility

Quality Level

Gene Information

관련 카테고리

설명

Application

Biochem/physiol Actions

Features and Benefits

General description

Preparation Note

안전성 정보

pictograms

signalword

hcodes

pcodes

Hazard Classifications

저장 등급

wgk

flash_point_f

flash_point_c

ppe

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