MilliporeSigma
All Photos(4)

C3915

Sigma-Aldrich

Colchicine

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

Synonym(s):
(S)-N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)acetamide
Empirical Formula (Hill Notation):
C22H25NO6
CAS Number:
Molecular Weight:
399.44
Beilstein:
2228813
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.72

product line

BioReagent

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

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PHR1764C9754PHL89610
Colchicine BioReagent, suitable for plant cell culture, ≥95% (HPLC)

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C3915

Colchicine

Colchicine Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1764

Colchicine

Colchicine ≥95% (HPLC), powder

Sigma-Aldrich

C9754

Colchicine

Colchicine phyproof® Reference Substance

PHL89610

Colchicine

assay

≥95% (HPLC)

assay

-

assay

≥95% (HPLC)

assay

≥95.0% (HPLC)

form

powder

form

-

form

powder

form

-

technique(s)

cell culture | plant: suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

technique(s)

-

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

-

product line

BioReagent

product line

-

product line

-

product line

phyproof® Reference Substance

mp

150-160 °C (dec.) (lit.)

mp

150-160 °C (dec.) (lit.)

mp

150-160 °C (dec.) (lit.)

mp

150-160 °C (dec.) (lit.)

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

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard 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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