ABC00522IQ

21-Hemiacetal Dexamethasone

21-Hemiacetal Dexamethasone is a structurally modified derivative of the corticosteroid dexamethasone, characterized by a hemiacetal linkage at the C21 hydroxyl position. This impurity arises from the reaction of the C21 hydroxyl group with an adjacent carbonyl moiety, forming a five-membered hemiacetal ring. The molecule retains the core cyclopentanoperhydrophenanthrene scaffold with hydroxyl groups at C17 and C11, and a fluorine substituent at C9. The hemiacetal functionality introduces stereochemical complexity, distinguishing it from the parent drug. It serves as an HPLC reference standard for quantifying dexamethasone impurities in pharmaceutical formulations.

On Request
Molecular Formula C23H31FO6
Molecular Weight 422.5000
CAS Number 473273-03-9 โœ“ Verified
Purity N/A
Product Type API Impurity
Parent Drug Dexamethasone
Lead Time On Request
IUPAC Name (8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxy-2-methoxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

๐Ÿ“ Synonyms

21-Hemiacetal Dexamethasone 473273-03-9 21-?Hemiacetal dexamethasone J3D378X62M (1R,2R,3aS,3bS,9aS,9bR,10S,11aS)-9b-fluoro-1,10-dihydroxy-1-(2-hydroxy-2-methoxyacetyl)-2,9a,11a-trimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one (8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxy-2-methoxyacetyl)-10,13,16-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17,21-trihydroxy-21-methoxy-16-methyl-, (11beta,16alpha)-

๐Ÿ”ฌ Chemical Identifiers

C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)C(O)OC)O)C)O)F)C
InChI=1S/C23H31FO6/c1-12-9-16-15-6-5-13-10-14(25)7-8-20(13,2)22(15,24)17(26)11-21(16,3)23(12,29)18(27)19(28)30-4/h7-8,10,12,15-17,19,26,28-29H,5-6,9,11H2,1-4H3/t12-,15+,16+,17+,19?,20+,21+,22+,23+/m1/s1
UCCNAQVBEVBWAA-HIAQARTRSA-N

Related Products