WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 205848
Description: Iso-Fludelone is the third-generation epothilone B analogue with potential anti-mitotic and antineoplastic activites. Iso-fludelone binds to tubulin and induces microtubule polymerization and stabilizes microtubules against depolymerization, which may result in the inhibition of cell division, the induction of G2/M arrest, and apoptosis. Compared to other generations of epothilones, iso-fludelone exhibits increased stability, water solubility, potency, duration of action, tumor penetration as well as reduced toxicity. In addition, this agent is a not a substrate of the P-glycoprotein (P-gp), a multidrug resistance pump often overexpressed in cancer cells. Check for active clinical trials or closed clinical trials using this agent. (NCI Thesaurus).
MedKoo Cat#: 205848
Chemical Formula: C27H36F3NO6
Exact Mass: 527.24947
Molecular Weight: 527.57305
Elemental Analysis: C, 61.47; H, 6.88; F, 10.80; N, 2.65; O, 18.20
Synonym: IsoFludelone; KOS1803; 17isooxazolefludelone; Chemical structure: 17isooxazole26F3910dehydro1213desoxyepothilone B
IUPAC/Chemical Name: (4S,7R,8S,9S,10E,13E,16S)-4,8-dihydroxy-5,5,7,9-tetramethyl-16-((E)-1-(5-methylisoxazol-3-yl)prop-1-en-2-yl)-13-(trifluoromethyl)oxacyclohexadeca-10,13-diene-2,6-dione
InChi Key: DNCHSYUWCVTLJJ-PHNYORQKSA-N
InChi Code: InChI=1S/C27H36F3NO6/c1-15-8-7-9-19(27(28,29)30)10-11-21(16(2)12-20-13-17(3)37-31-20)36-23(33)14-22(32)26(5,6)25(35)18(4)24(15)34/h7-8,10,12-13,15,18,21-22,24,32,34H,9,11,14H2,1-6H3/b8-7+,16-12+,19-10+/t15-,18+,21-,22-,24-/m0/s1
SMILES Code: O=C(C[C@H](O)C1(C)C)O[C@H](/C(C)=C/C2=NOC(C)=C2)C/C=C(C(F)(F)F)\C/C=C/[C@H](C)[C@H](O)[C@@H](C)C1=O
Epothilone compounds in clinical trials: EPO-906; KOS-862; KOS-1584; KOS-1591; KOS-1803; KOS-1724.
Source: Proc Natl Acad Sci U S A. 2008 Sep 2;105(35):13157-62.
1: Chou TC, Zhang X, Zhong ZY, Li Y, Feng L, Eng S, Myles DR, Johnson R Jr, Wu N, Yin YI, Wilson RM, Danishefsky SJ. Therapeutic effect against human xenograft tumors in nude mice by the third generation microtubule stabilizing epothilones. Proc Natl Acad Sci U S A. 2008 Sep 2;105(35):13157-62. Epub 2008 Aug 28. PubMed PMID: 18755900; PubMed Central PMCID: PMC2529025.