ABC01367XH

Temsirolimus 7-O-Desmethyl Impurity

Temsirolimus 7-O-Desmethyl Impurity is a structurally related impurity derived from the parent mTOR inhibitor temsirolimus, characterized by the absence of a methyl group at the 7-O position of the sirolane core. This modification disrupts the glycosylated linkage, exposing a deoxygenated hydroxyl functionality adjacent to the macrolide lactone ring. The molecule retains the triene conjugation system and phosphorylated amino sugar moieties critical for pharmacophore interactions. Synthetically, it arises during demethylation steps in late-stage temsirolimus production, serving as a key HPLC reference standard for impurity profiling in quality control.

On Request
Molecular Formula C55H85NO16
Molecular Weight 1016.3000
CAS Number 408321-08-4 โœ“ Verified
Purity N/A
Product Type API Impurity
Parent Drug Temsirolimus
Lead Time On Request
IUPAC Name [(1R,2R,4S)-2-methoxy-4-[(2R)-2-[(1R,9S,12S,15R,16E,18R,19R,21R,23S,30S,32S,35R)-1,18,30-trihydroxy-19-methoxy-15,17,21,23,29,35-hexamethyl-2,3,10,14,20-pentaoxo-11,36-dioxa-4-azatricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraen-12-yl]propyl]cyclohexyl] 3-hydroxy-2-(hydroxymethyl)-2-methylpropanoate

๐Ÿ“ Synonyms

7-O-Desmethyl Temsirolimus 408321-08-4 (7?)-7-O-Demethyl-rapamycin 42-[3-Hydroxy-2-(hydroxymethyl)-2-methylpropanoate]

๐Ÿ”ฌ Chemical Identifiers

C[C@@H]1CC[C@H]2C[C@@H](C(=CC=CC=C[C@H](C[C@H](C(=O)[C@@H]([C@@H](/C(=C/[C@H](C(=O)C[C@H](OC(=O)[C@@H]3CCCCN3C(=O)C(=O)[C@@]1(O2)O)[C@H](C)C[C@@H]4CC[C@H]([C@@H](C4)OC)OC(=O)C(C)(CO)CO)C)/C)O)OC)C)C)C)O
InChI=1S/C55H85NO16/c1-32-16-12-11-13-17-33(2)42(59)28-40-21-19-38(7)55(67,72-40)50(63)51(64)56-23-15-14-18-41(56)52(65)70-45(29-43(60)34(3)25-37(6)48(62)49(69-10)47(61)36(5)24-32)35(4)26-39-20-22-44(46(27-39)68-9)71-53(66)54(8,30-57)31-58/h11-13,16-17,25,32,34-36,38-42,44-46,48-49,57-59,62,67H,14-15,18-24,26-31H2,1-10H3/b13-11?,16-12?,33-17?,37-25+/t32-,34-,35-,36-,38-,39+,40+,41+,42+,44-,45+,46-,48-,49+,55-/m1/s1
CJDQIEOIQZFHOU-UHKBLVRYSA-N

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