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RU-28362

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This is an old revision of this page, as edited by Vanished user 0x8cSXE0x6 (talk | contribs) at 06:53, 5 December 2016 (Medgirl131 moved page RU28362 to RU-28362). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

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)
ChemSpider
  • 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
  • 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
  • InChI=1/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-ZFTCBNFEBV
  • 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.
  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.
  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.



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