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Merck

C3915

Colchicine

suitable for plant cell culture, BioReagent, ≥95% (HPLC)

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
UNSPSC Code:
10171502
NACRES:
NA.72
PubChem Substance ID:
24892656
EC Number:
200-598-5
Beilstein/REAXYS Number:
2228813
MDL number:
MFCD00078484

주요 문서

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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

product line

BioReagent

assay

≥95% (HPLC)

form

powder

technique(s)

cell culture | plant: suitable

mp

150-160 °C (dec.) (lit.)

application(s)

agriculture

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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관련 카테고리

General description

Colchicine is a tricyclic alkaloid that can stay in circulation for 20 to 40 hours post intake. Leucocytes harbour maximum colchicine. It contains three hexameric rings termed A, B and C.

Application

Colchicine has been used:
  • as an inhibitor of tubulin polymerization in bone-marrow-derived macrophages
  • for the inhibition of in vitro neurite outgrowth in human neuronal cells
  • as microtubule destabilizer to induce peripheral neuropathy in induced pluripotent stem cell derived neurons (iPSC-Neurons)

Biochem/physiol Actions

Colchicine interacts with albumin and binds to tubulin. Its association with tubulin impacts autophagic vacuole fusion with lysosomes. It inhibits tyrosine kinases and phospholipases. Colchicine may be useful for treating acute coronary syndromes. It is prescribed for treating rheumatologic conditions including familial mediterranean fever (FMF) and acute gouty arthritis.
Colchicine is an inhibitor of microtubule polymerization which blocks chromosome segregation during meiosis. Consequently, Colchicine is used to induce polyploidy (tetraploid) in plant cells.

Preparation Note

Preparation and Use

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

hcodes

H300,H340

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

가장 최신 버전 중 하나를 선택하세요:

시험 성적서(COA)

Lot/Batch Number
WXBD6183V
BCCG1906
BCCF7320
SLCK5451
SLCJ4708

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특정 버전이 필요한 경우 로트 번호나 배치 번호로 특정 인증서를 찾을 수 있습니다.

COA 검색

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문서 라이브러리 방문

Mechanism of the anti-inflammatory effect of colchicine in rheumatic diseases: a possible new outlook through microarray analysis
Ben-Chetrit E, et al.
Rheumatology (Basel), 45(3), 274-282 (2005)
Colchicine: old and new
Slobodnick A, et al.
The American Journal of Medicine, 128(5), 461-470 (2015)
NEK7 is an essential mediator of NLRP3 activation downstream of potassium efflux
He Y, et al.
Nature, 530(7590), 354-354 (2016)
The effects of colchicine and hydroxychloroquine on the cyclo-oxygenases COX-1 and COX-2
Ben-Chetrit E, et al.
Rheumatology International, 25(5), 332-335 (2005)
Comparative Sensitivity of Human-Induced Pluripotent Stem Cell-Derived Neuronal Subtypes to Chemically Induced Neurodegeneration
Cohen JD and Tanaka Y
Applied In Vitro Toxicology, 4(4), 347-364 (2018)
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프로토콜

Antibiotics in Plant Tissue Culture Protocol

Reference guide and preparation guide for antibiotic and antimycotic use in plant tissue culture.

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