WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 205848
CAS#: 691868-19-6
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
Name: Iso-Fludelone
CAS#: 691868-19-6
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
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Synonym: Iso-Fludelone; KOS1803; KOS1803; KOS-1803;
IUPAC/Chemical Name: (4S,7R,8S,9S,10E,13E,16S)-4,8-Dihydroxy-5,5,7,9-tetramethyl-16-[(1E)-1-methyl-2-(5-methyl-3-isoxazolyl)ethenyl]-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
Appearance: Solid powder
Purity: >98%
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, not in water
Shelf Life: >5 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 527.57305 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
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.
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.
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