RU-28362

RU-28362

Names
IUPAC name (11β,17β)-11,17-Dihydroxy-6-methyl-17-(1-propynyl)-androsta-1,4,6-trien-3-one
Identifiers
CAS Number	74915-64-3
3D model (Jmol)	Interactive image
ChemSpider	110341
IUPHAR/BPS	3445
PubChem	123790
InChI 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
SMILES 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
Chemical formula	C23H28O3
Molar mass	352.47 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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.