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Adarotene

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Adarotene
Names
IUPAC name
(E)-3-[4-[3-(1-Adamantyl)-4-hydroxyphenyl]phenyl]prop-2-enoic acid
Other names
3-(4'-Hydroxy-3'-adamantylbiphenyl-4-yl)acrylic acid
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C25H26O3/c26-23-7-6-21(20-4-1-16(2-5-20)3-8-24(27)28)12-22(23)25-13-17-9-18(14-25)11-19(10-17)15-25/h1-8,12,17-19,26H,9-11,13-15H2,(H,27,28)/b8-3+/t17-,18+,19-,25-
    Key: QAWBIEIZDDIEMW-SOKLTXMDSA-N
  • InChI=1/C25H26O3/c26-23-7-6-21(20-4-1-16(2-5-20)3-8-24(27)28)12-22(23)25-13-17-9-18(14-25)11-19(10-17)15-25/h1-8,12,17-19,26H,9-11,13-15H2,(H,27,28)/b8-3+/t17-,18+,19-,25-
    Key: QAWBIEIZDDIEMW-SOKLTXMDBA
  • c1c(ccc(c1)c2cc(c(cc2)O)[C@@]34C[C@H]5C[C@@H](C3)C[C@@H](C4)C5)/C=C/C(=O)O
Properties
C25H26O3
Molar mass 374.480 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Adarotene is a bioactive retinoid.[1]

References

  1. ^ Giannini, G; Brunetti, T; Battistuzzi, G; Alloatti, D; Quattrociocchi, G; Cima, MG; Merlini, L; Dallavalle, S; Cincinelli, R; Nannei, R; Vesci, L; Bucci, F; Foderà, R; Guglielmi, MB; Pisano, C; Cabri, W (2012). "New retinoid derivatives as back-ups of Adarotene". Bioorganic & Medicinal Chemistry. 20 (7): 2405–15. doi:10.1016/j.bmc.2012.01.042. PMID 22365912.