Name: Epothilone F
Rating: 5 (10 reviews)

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HIT ID:HIT212715970
Cas No:208518-52-9
常用名:Epothilone F
IUPAC:(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-3-[(1E)-1-[2-(hydroxymethyl)-1,3-thiazol-4-yl]prop-1-en-2-yl]-8,8,10,12,16-pentamethyl-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
IUPAC:(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-3-[(1E)-1-[2-(hydroxymethyl)-1,3-thiazol-4-yl]prop-1-en-2-yl]-8,8,10,12,16-pentamethyl-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
InChI key:UKIMCRYGLFQEOE-RGJAOAFDSA-N

分子式:C27H41NO7S
分子量:523.69
氢键供体数 (HBD):3
氢键受体数 (HBA):7
LogP:3.3054857
SMILES:C[C@H]1CCC[C@@]2(C)O[C@H]2C[C@H](OC(=O)C[C@H](O)C(C)(C)C(=O)[C@H](C)[C@H]1O)C(\C)=C\c1csc(CO)n1
SMILES:C[C@H]1CCC[C@@]2(C)O[C@H]2C[C@H](OC(=O)C[C@H](O)C(C)(C)C(=O)[C@H](C)[C@H]1O)C(\C)=C\c1csc(CO)n1

Epothilone F is a derivative or analogue of Epothilone D. Epothilone F is also an active metabolite of Epothilone D. In molecule of Epothilone F, a hydroxymethyl group is on the thiazole ring. Like taxanes, Epothilone F prevents cancer cells from dividing by interfering with tubulin. Early studies in cancer cell lines and in human cancer patients indicate superior efficacy to the taxanes. Epothilone's mechanism of action is similar to taxanes, but their chemical structure is simpler. Due to its better water solubility, cremophors (solubilizing agents used for paclitaxel which can affect cardiac function and cause severe hypersensitivity) are not needed.

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