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15 keto latanoprost

15-Keto latanoprost is an oxidized derivative of latanoprost, featuring a ketone group at the C15 position in place of the parent compound's hydroxyl moiety. This structural modification introduces a carbonyl functionality within the cyclopentyl ring, altering the molecule's polarity and hydrogen-bonding capacity. The conjugated diene system and ester linkage remain intact, preserving core prostaglandin-like architecture. As a degradation byproduct formed via oxidative pathways, it serves as an HPLC reference standard for quantifying oxidative impurities in latanoprost drug substances.

On Request
Molecular Formula C26H38O5
Molecular Weight 430.6000
CAS Number 135646-98-9 โœ“ Verified
PubChem CID 9867370 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Latanoprost
Lead Time On Request
IUPAC Name propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxo-5-phenylpentyl)cyclopentyl]hept-5-enoate

๐Ÿ“ Synonyms

15-Ketolatanoprost DTXSID70432091 RefChem:1057540 DTXCID10382920 15-keto Latanoprost 135646-98-9 propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxo-5-phenylpentyl)cyclopentyl]hept-5-enoate orb1692454 SCHEMBL14520774 DKYCMQSMHPIBBZ-VIZYZFHWSA-N

๐Ÿ”ฌ Chemical Identifiers

CC(C)OC(=O)CCC/C=C\C[C@H]1[C@H](C[C@H]([C@@H]1CCC(=O)CCC2=CC=CC=C2)O)O
InChI=1S/C26H38O5/c1-19(2)31-26(30)13-9-4-3-8-12-22-23(25(29)18-24(22)28)17-16-21(27)15-14-20-10-6-5-7-11-20/h3,5-8,10-11,19,22-25,28-29H,4,9,12-18H2,1-2H3/b8-3-/t22-,23-,24+,25-/m1/s1
DKYCMQSMHPIBBZ-VIZYZFHWSA-N

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