MedKoo Cat#: 205848 | Name: Iso-Fludelone

Description:

WARNING: This product is for research use only, not for human or veterinary use.

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).

Chemical Structure

Iso-Fludelone
Iso-Fludelone
CAS#691868-19-6

Theoretical Analysis

MedKoo Cat#: 205848

Name: Iso-Fludelone

CAS#: 691868-19-6

Chemical Formula: C27H36F3NO6

Exact Mass: 527.2495

Molecular Weight: 527.57

Elemental Analysis: C, 61.47; H, 6.88; F, 10.80; N, 2.65; O, 18.20

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
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
More Info
   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. Source:

Preparing Stock Solutions

The following data is based on the product molecular weight 527.57 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.

Recalculate based on batch purity %
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.