Combretastatin B-1

Combretastatin B-1

Names
Preferred IUPAC name 3-Methoxy-6-[2-(3,4,5-trimethoxyphenyl)ethyl]benzene-1,2-diol
Other names Combretastatin B1
Identifiers
CAS Number	109971-64-4
3D model (JSmol)	Interactive image Interactive image
ChemSpider	119539
PubChem CID	135716
UNII	NK47TS5H6V^Y
CompTox Dashboard (EPA)	DTXSID40149083
InChI InChI=1S/C18H22O6/c1-21-13-8-7-12(16(19)17(13)20)6-5-11-9-14(22-2)18(24-4)15(10-11)23-3/h7-10,19-20H,5-6H2,1-4H3 Key: ZSNYQENLWQYSRK-UHFFFAOYSA-N InChI=1/C18H22O6/c1-21-13-8-7-12(16(19)17(13)20)6-5-11-9-14(22-2)18(24-4)15(10-11)23-3/h7-10,19-20H,5-6H2,1-4H3 Key: ZSNYQENLWQYSRK-UHFFFAOYAW
SMILES COC1=C(C(=C(C=C1)CCC2=CC(=C(C(=C2)OC)OC)OC)O)O O(c1cc(cc(OC)c1OC)CCc2ccc(OC)c(O)c2O)C
Properties
Chemical formula	C18H22O6
Molar mass	334.368 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Combretastatin B-1 is a combretastatin and a dihydrostilbenoid. It can be found in Combretum afrum, the Eastern Cape South African bushwillow tree[1] or in Combretum kraussii, the forest bushwillow.[2]

It can be produced by selective hydrogenation of combretastatin A-1.[1]

It is a potent inhibitor of microtubule assembly in vitro.[1]

References

1. Pettit, G. R.; Singh, S. B.; Niven, M. L.; Hamel, E.; Schmidt, J. M. (1987). "Isolation, Structure, and Synthesis of Combretastatins A-1 and B-1, Potent New Inhibitors of Microtubule Assembly, Derived from Combretum caffrum". Journal of Natural Products. 50 (1): 119–131. doi:10.1021/np50049a016. PMID 3598594.
2. Bridget K Brookes, Olga V Doudoukina, Lynn C Katsoulis and Joy H D Veale (1999). "Uteroactive constituents from Combretum kraussii". South African Journal of Chemistry. 52 (4): 127. Archived from the original on 8 August 2014.