A potent inhibitor of tubulin polymerization
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Active Metabolite(s)
10007412Combrestatin A4
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Combrestatin A4 3'-O-Phosphate (sodium salt)

Item No. 10007415

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-methoxy-5-[(1Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]-phenol, dihydrogen phosphate, disodium salt
CAS Number
168555-66-6
Synonyms
  • CA4P
  • Combrestatin A4
  • CRC 87-09
Molecular Formula
C18H19O8P • 2Na
Formula Weight
440.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 5 mg/ml
SMILES
COC(C(OP([O-])([O-])=O)=C1)=CC=C1/C=C\C2=CC(OC)=C(OC)C(OC)=C2
InChi Code
InChI=1S/C18H21O8P/c1-22-14-8-7-12(9-15(14)26-27(19,20)21)5-6-13-10-16(23-2)18(25-4)17(11-13)24-3/h5-11H,1-4H3,(H2,19,20,21)/p-2/b6-5-
InChi Key
WDOGQTQEKVLZIJ-WAYWQWQTSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    25 mg

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    Cayman Chemical
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    Product Description

    Combretastatin A4 (CA4) is a potent inhibitor of tubulin polymerization that displays strong inhibitory activity on tumor cell growth. Combretastatin-A-4-3’-O-phosphate (CA4P) is a CA4 prodrug that inhibits tumor growth in several cell lines including P-388 (leukemia), SK-N-SH (neuroblast), BXPC-3 (pancreas), NCI-H460 (lung), and DU-145 (prostate) with ED50 values of 0.0029, 0.00025, 0.23, 0.00035, and 0.00072 µg/ml, respectively.1 CA4P specifically targets the tumor vasculature. In a rat model of carcinosarcoma, CA4P delivered intraperitoneally at a dose of 100 mg/kg effectively disrupts tumor blood flow within six hours after administration without significantly affecting normal tissues.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pettie, G.R., Rhodes, M.R., Herald, D.L., et al. Antineoplastic agents. 445. Synthesis and evaluation of structural modifications of (Z)- and (E)-combretastatin A-4. J. Med. Chem. 48(12), 4087-4099 (2005).

    2. Tozer, G.M., Prise, V.E., Wilson, J., et al. Combretastatin A-4 phosphate as a tumor vascular-targeting agent: Early effects in tumors and normal tissues. Cancer Res. 59(7), 1626-1634 (1999).