C3915

Colchicine

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

• Synonim(y): (S)-N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)acetamide
• Wzór empiryczny (zapis Hilla): C₂₂H₂₅NO₆
• Numer CAS: 64-86-8
• Masa cząsteczkowa: 399.44
• UNSPSC Code: 10171502
• NACRES: NA.72
• PubChem Substance ID: 24892656
• EC Number: 200-598-5
• Beilstein/REAXYS Number: 2228813
• MDL number: MFCD00078484
• Assay: ≥95% (HPLC)
• Form: powder

Właściwości

• product line: BioReagent
• Quality Segment: 200
• assay: ≥95% (HPLC)
• form: powder
• technique(s): cell culture | plant: suitable
• mp: 150-160 °C (dec.) (lit.)
• application(s): agriculture
• 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) ;

Opis

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 is an inhibitor of microtubule polymerization which blocks chromosome segregation during meiosis. Consequently, Colchicine is used to induce polyploidy (tetraploid) in plant cells.

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.

Preparation Note

Preparation and Use

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS06,GHS08
• Słowo ostrzegawcze: Danger
• Kody zagrożeń: H300,H340
• Hazard Classifications: Acute Tox. 2 Oral - Muta. 1B
• Klasa składowania: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Co się dzieje?: WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable
• PPE (środki ochrony indywidualnej): Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
• Ostrzeżenia: P202 - P264 - P280 - P301 + P310 - P405 - P501