A metabolite of 13-cis retinoic acid
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Parent Compound(s)
21648Isotretinoin
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5,6-epoxy-13-cis Retinoic Acid

Item No. 23091

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,6-epoxy-5,6-dihydro-13-cis-retinoic acid
CAS Number
81444-57-7
Synonyms
  • 5,6-epoxy-13-cis RA
Molecular Formula
C20H28O3
Formula Weight
316.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: slightly, sonicated
SMILES
CC1(C)C(/C=C/C(C)=C/C=C/C(C)=C\C(O)=O)(O2)C2(C)CCC1
InChi Code
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-
InChi Key
KEEHJLBAOLGBJZ-NJZIYGCESA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    500 µg

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    Product Description

    5,6-epoxy-13-cis Retinoic acid is a metabolite of 13-cis retinoic acid.1 It is formed when 13-cis retinoic acid undergoes cooxidation by prostaglandin H (PGH) synthase in the presence of hydroperoxides or peroxyl radicals. 5,6-epoxy-13-cis Retinoic acid is also a potential impurity found in commercial preparations of 13-cis retinoic acid.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Samokyszyn, V.M.M., L.J. Hydroperoxide-dependent cooxidation of 13-cis-retinoic acid by prostaglandin H synthase. The Journal of Biological Chemisty 262(29), 14119-14133 (1987).

    2. Madan, H.K., Venkateshwaran, R., Madan, S., et al. Low dose oral pharmaceutical composition of isotretinoin. (2017).