(R,R)-Tetrahidrohrizen

(R,R)-Tetrahidrohrizen
IUPAC ime
	(5R,11R)-5,11-Dietil-5,6,11,12-tetrahidrohrizen-2,8-diol
Identifikatori
CAS broj	138090-06-9
PubChem	CID 446849
ChemSpider	394097
Hemijski podaci
Formula	C22H24O2
Molarna masa	320.42476 g/mol
	SMILES CCC1CC2=C(C=CC(=C2)O)C3=C1C4=C(CC3CC)C=C(C=C4)O; ;
	InChI InChI=1S/C22H24O2/c1-3-13-9-15-11-17(23)6-8-20(15)22-14(4-2)10-16-12-18(24)5-7-19(16)21(13)22/h5-8,11-14,23-24H,3-4,9-10H2,1-2H3/t13-,14-/m1/s1; Key:MASYAWHPJCQLSW-ZIAGYGMSSA-N;

(R,R)-Tetrahidrohrizen ((R,R)-THC) je lek koji se koristi za izučavanje estrogenskih receptora (ER) u naučnim istraživanjima. On je ERβ antagonist i ERα agonist sa deset puta većim afinitetom za ERβ relativno na ERα.^[1]^[2] (R,R)-THC je antagonist ERβ receptora.^[3]^[2]

(S,S)-Tetrahidrohrizen ((S,S)-THC) se isto tavo vezuje za ER receptore, ali za razliku od (R,R)-THC, (S,S)-THC je agonist ERα i ERβ receptora i ima 20 puta niži afinitet za ERβ relativno na (R,R)-THC.^[3]

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Reference

^ Chen, Ying (2008). The Role of Steroids in the Regulation of Oocyte Cyst Breakdown and Primordial Follicle Assembly in the Neonatal Mouse Ovary. ProQuest. стр. 101. ISBN 978-0-549-74620-1.
^ ^а ^б Shiau AK, Barstad D, Radek JT, Meyers MJ, Nettles KW, Katzenellenbogen BS, Katzenellenbogen JA, Agard DA, Greene GL (2002). „Structural characterization of a subtype-selective ligand reveals a novel mode of estrogen receptor antagonism”. Nat. Struct. Biol. 9 (5): 359—64. PMID 11953755. doi:10.1038/nsb787.
^ ^а ^б Sun J, Meyers MJ, Fink BE, Rajendran R, Katzenellenbogen JA, Katzenellenbogen BS (1999). „Novel ligands that function as selective estrogens or antiestrogens for estrogen receptor-alpha or estrogen receptor-beta”. Endocrinology. 140 (2): 800—4. PMID 9927308. doi:10.1210/endo.140.2.6480.

[Chen2008-1] Chen, Ying (2008). The Role of Steroids in the Regulation of Oocyte Cyst Breakdown and Primordial Follicle Assembly in the Neonatal Mouse Ovary. ProQuest. стр. 101. ISBN 978-0-549-74620-1.

[pmid11953755-2] а ^б Shiau AK, Barstad D, Radek JT, Meyers MJ, Nettles KW, Katzenellenbogen BS, Katzenellenbogen JA, Agard DA, Greene GL (2002). „Structural characterization of a subtype-selective ligand reveals a novel mode of estrogen receptor antagonism”. Nat. Struct. Biol. 9 (5): 359—64. PMID 11953755. doi:10.1038/nsb787.

[pmid9927308-3] а ^б Sun J, Meyers MJ, Fink BE, Rajendran R, Katzenellenbogen JA, Katzenellenbogen BS (1999). „Novel ligands that function as selective estrogens or antiestrogens for estrogen receptor-alpha or estrogen receptor-beta”. Endocrinology. 140 (2): 800—4. PMID 9927308. doi:10.1210/endo.140.2.6480.

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