Rac-5,8-trans-5,8-Epoxy-13-cis Retinoic Acid

CAS: 112018-12-9

Ref. TR-E892098

Product Information

• Name: Rac-5,8-trans-5,8-Epoxy-13-cis Retinoic Acid
• Synonyms: (2Z,4E,6E)-7-[(2S,7aS)-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl]-3-methylocta-2,4,6-trienoic acid, 5,8-Epoxy-13-cis-retinoic acid, Retinoic acid, 5,8-epoxy-5,8-dihydro-, 13-cis-, (2Z,4E,6E)-7-(2,4,5,6,7,7a-Hexahydro-4,4,7a-trimethyl-2-benzofuranyl)-3-methyl-2,4,6-octatrienoic acid, 2,4,6-Octatrienoic acid, 7-(2,4,5,6,7,7a-hexahydro-4,4,7a-trimethyl-2-benzofuranyl)-3-methyl-, (2Z,4E,6E)-

Description

Applications 5,8-trans-5,8-Epoxy-13-cis Retinoic Acid can be obtained from 13-cis-Retinoic Acid (R250000) which is used as a treatment for severe acne. Presently being studied in conjuction with the treatment of photoaged skin.
References Lerche, C., et al.: Exp. Dermatol., 17, 972 (2008), Sato, T., et al.: J. Med. Chem., 51, 7705 (2008), Gan, J., et al.: Chem. Res. Toxicol., 22, 690 (2009), Macejova, D., et al.: Toxicol. Lett., 184, 114 (2009), Chen, P., et al.: Toxicol. App. Pharmacol., 234, 143 (2009),

• Brand: TRC

Chemical properties

• Molecular weight: 316.435
• Formula: C₂₀H₂₈O₃
• Color/Form: Neat
• InChI: InChI=1S/C20H28O3/c1-14(12-18(21)22)8-6-9-15(2)16-13-17-19(3,4)10-7-11-20(17,5)23-16/h6,8-9,12-13,16H,7,10-11H2,1-5H3,(H,21,22)/b8-6+,14-12-,15-9+/t16-,20-/m0/s1
• InChI key: InChIKey=QDOSIDVGVRAXSE-OADFMSRKSA-N
• SMILES: CC(=C/C(=O)O)/C=C/C=C(\C)[C@@H]1C=C2C(C)(C)CCC[C@]2(C)O1