Epothilone C Property

Boiling point:

657.7±55.0 °C(Predicted)

Density 

1.097

pka

13.47±0.70(Predicted)

InChIKey

BEFZAMRWPCMWFJ-QJKGZULSSA-N

SMILES

O1[C@H](/C(/C)=C/C2=CSC(C)=N2)CC=CCCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)[C@@H](O)CC1=O |c:13|

Hazard and Precautionary Statements (GHS)

Epothilone C Chemical Properties,Usage,Production

Description

Epothilone C: a tubulin inhibitor
Epothilones are 16-membered bacterial macrolides isolated from the bacterium Sorangium cellulosum by H?fle et al., who reported that epothilone A and B had antifungal and cytotoxic activity in 1993. After that, it was reported that epothilones could promote the microtubule polymerization with characteristics and a dynamic mechanism similar to paclitaxel and be bound to tubulin on the paclitaxel microtubule binding site. Other epothilone analogues, such as epothilone C, D, E, and F, have been discovered. Epothilone C is a cytotoxic antitumour natural product. It is produced by the combined action of one nonribosomal peptide synthetase (NRPS) and nine polyketide synthase (PKS) modules in a multienzyme system[1-2].

Uses

Epothilone C is a related compound of Epothilones, which are a novel class of antineoplastic agents with antitubulin activity. In addition, Epothilones utilize a similar mechanism of action to that of taxanes and are less susceptible to multidrug resistance caused by P-glycoprotein. Studies showed that Epothilones exhibit antitumor activity against human cancer cells that are taxane-resistant.

Definition

ChEBI: Epothilone C is an epothilone that is 1-oxacyclohexadec-13-ene-2,6-dione which is substituted by hydroxy groups at positions 4 and 9, methyl groups at positions 5, 5, 7, and 9, and by a (1E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl group at position 16 (the 4S,7R,8S,9S,13Z,16S stereoisomer).