RU-28362

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RU-28362
Molecular structure of RU28362
Names
IUPAC name
(11β,17β)-11,17-Dihydroxy-6-methyl-17-(1-propynyl)-androsta-1,4,6-trien-3-one
Identifiers
3D model (JSmol)
  • InChI=1S/C23H28O3/c1-5-8-23(26)10-7-17-16-11-14(2)18-12-15(24)6-9-21(18,3)20(16)19(25)13-22(17,23)4/h6,9,11-12,16-17,19-20,25-26H,7,10,13H2,1-4H3/t16-,17-,19-,20+,21-,22-,23-/m0/s1
    Key: UFZKDKHLKHEFGA-ZFTCBNFESA-N
  • CC#C[C@@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2C=C(C4=CC(=O)C=C[C@]34C)C)O)C)O
Properties
C23H28O3
Molar mass 352.474 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

RU28362 is a synthetic molecule in the steroid family developed by the Roussel Uclaf pharmaceutical company, after which it was named. RU28362 or RU-28362 is a specific receptor agonist, i.e. binds the glucocorticoid receptor (Corticoid Type II Receptor) but not the mineralocorticoid receptor (Corticoid Type I Receptor).[1][2]

A similar compound is dexamethasone that also specifically binds the Type II receptor with high affinity. This is in contrast to the natural steroid hormones cortisol or corticosterone, which bind both receptors, though they bind to Type I with greater affinity.[3]

References

  1. ^ Woolley C, Gould E, Sakai R, Spencer R, McEwen B (1991). "Effects of aldosterone or RU28362 treatment on adrenalectomy-induced cell death in the dentate gyrus of the adult rat". Brain Res. 554 (1–2): 312–5. doi:10.1016/0006-8993(91)90207-C. PMID 1933312.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. ^ Wong D, Lesage A, Siddall B, Funder J (1992). "Glucocorticoid regulation of phenylethanolamine N-methyltransferase in vivo". FASEB J. 6 (14): 3310–5. PMID 1426768.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  3. ^ Arriza, JL; Simerly, RB; Swanson, LW; Evans, RM (November 1988). "The neuronal mineralocorticoid receptor as a mediator of glucocorticoid response". Neuron. 1 (9): 887–900. doi:10.1016/0896-6273(88)90136-5. PMID 2856104.