Key Documents

Combretastatin A-4

Name: Combretastatin A-4
Brand: MM

A synthetic Combretum caffrum-derived cell-permeable stilbenoid phenol that competes with colchicine tubulin binding and interferes with tubulin polymerization as well as cellular microtubule assembly

Synonym(s):

Combretastatin A-4, Combretastatin A4, CA4, Tubulin Polymerization Inhibitor XVIII, NSC 817373, 2-Methoxy-5-((1Z)-2-(3,4,5-trimethoxyphenyl)ethenyl)-phenol, CA-4

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₂₀O₅

CAS Number:

117048-59-6

Molecular Weight:

316.35

UNSPSC Code:

12352200

NACRES:

NA.77

MDL number:

MFCD03453309

Assay:

≥97% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

OK to freeze, protect from light

Pricing and availability is not currently available.

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Properties

Quality Level

100

assay

≥97% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze, protect from light

color

off-white

solubility

DMSO: 50 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

O(C)c1c(cc(cc1OC)\C=C\c2cc(c(cc2)OC)O)OC

InChI

1S/C18H20O5/c1-20-15-8-7-12(9-14(15)19)5-6-13-10-16(21-2)18(23-4)17(11-13)22-3/h5-11,19H,1-4H3/b6-5+

InChI key

HVXBOLULGPECHP-AATRIKPKSA-N

Description

General description

A synthetic Combretum caffrum-derived cell-permeable stilbenoid phenol that competes with colchicine (Cat No. 234115 ) tubulin binding (by 96.4% at equal molar concentration; Ki = 1.1 µM) and interferes with tubulin polymerization (IC₅₀ = 2-3 µM) as well as cellular microtubule assembly. In addition to its antimitotic and in vitro cancer growth inhibition activity (IC₅₀ = 7 nM in L1210 cultures), CA4 also acts as an antivascular agent and effectively induces tumor cell necrosis in vivo by targeting endothelial cytoskeleton.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Tron, G.C., et al. 2006. J. Med. Chem.49, 3033.
Griggs, J., et al. 2001. Lancet Oncol.2, 82.
Pettit, G.R., et al. 1989. Experientia45, 209.
Lin, C.M., et al. 1988. Mol. Pharmacol.34, 200.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

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Show Differences

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This Item	C7744	566323	218860
Sigma-Aldrich 234200 Combretastatin A-4	Sigma-Aldrich C7744 Combretastatin A4	Sigma-Aldrich 566323 SIRT1/2 Inhibitor IV, Cambinol	Sigma-Aldrich 218860 Casein Kinase II Inhibitor VIII
assay ≥97% (HPLC)	assay ≥98% (HPLC)	assay ≥95% (HPLC)	assay ≥99% (HPLC)
form solid	form powder	form solid	form solid
manufacturer/tradename Calbiochem^®	manufacturer/tradename -	manufacturer/tradename Calbiochem^®	manufacturer/tradename Calbiochem^®
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. −20°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility DMSO: 50 mg/mL	solubility DMSO: >10 mg/mL	solubility DMSO: 100 mg/mL, ethanol: 5 mg/mL	solubility DMSO: 50 mg/mL

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pictograms

GHS06,GHS05

signalword

Danger

hcodes

H301 + H311 + H331,H318

pcodes

P261 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c