ABC01195NI

13 cis 5,6 epoxy retinoic acid

13 cis 5,6 epoxy retinoic acid is a retinoic acid derivative featuring an epoxide moiety bridging carbons 5 and 6, coupled with a cis double bond at position 13, distinguishing it from the trans configuration in the parent compound. The molecule retains the characteristic conjugated tetraene chain and terminal carboxylic acid group of retinoic acid. This structural isomerization and epoxidation likely arise from oxidative stress or synthetic pathway byproducts. It serves as a critical HPLC reference standard for quantifying retinoic acid impurities in pharmaceutical formulations.

On Request
Molecular Formula C20H28O3
Molecular Weight 316.4000
CAS Number 81444-57-7 ✓ Verified
PubChem CID 71316381 ↗
Purity N/A
Product Type API Impurity
Parent Drug Retinoic acid
Lead Time On Request
IUPAC Name (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl)nona-2,4,6,8-tetraenoic acid

📝 Synonyms

DTXSID101269399 13-cis-5,6-Epoxy-5,6-dihydroretinoic Acid RefChem:437391 DTXCID401700021 5,6-Epoxy-13-cis Retinoic Acid 81444-57-7 (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl)nona-2,4,6,8-tetraenoic acid 5,6-Epoxy-13-cis-retinoic acid orb1692468 AKOS040756111

🔬 Chemical Identifiers

C/C(=C\C=C\C(=C/C(=O)O)\C)/C=C/C12C(CCCC1(O2)C)(C)C
InChI=1S/C20H28O3/c1-15(8-6-9-16(2)14-17(21)22)10-13-20-18(3,4)11-7-12-19(20,5)23-20/h6,8-10,13-14H,7,11-12H2,1-5H3,(H,21,22)/b9-6+,13-10+,15-8+,16-14-
KEEHJLBAOLGBJZ-NJZIYGCESA-N

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