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138090-06-9
  • names:

    (5R,11R)-5,11-Diethyl-5,6,11,12-tetrahydrochrysene-2,8-diol

  • CAS号:

    138090-06-9

    MDL Number:
  • MF(分子式): C22H24O2 MW(分子量): 320.43
  • EINECS: Reaxys Number:
  • Pubchem ID: Brand:BIOFOUNT
R,R-THC
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中文别名 (5R,11R)-5,11-Diethyl-5,6,11,12-tetrahydrochrysene-2,8-diol
英文别名 R,R-THC; R,R THC; R,RTHC
CAS号 138090-06-9
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
InchiKey MASYAWHPJCQLSW-ZIAGYGMSSA-N
分子式 Formula C22H24O2
分子量 Molecular Weight 320.43
溶解度Solubility
性状 Solid powder
储藏条件 Storage conditions Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).
产品说明 R,R-THC(CAS:138090-06-9):仅限应用于工业或者科学研究过程中非医疗目的,不应用于人类或动物的临床诊断以及治过程疗,该产品非药用,非食用。
IntroductionR,R-THC is a estrogen receptor-β selective antagonist. R,R-THC also inhibits DHEA and DHEA metabolite transcriptional activity in ERβ-transfected cells. R,R-THC has also been shown to have neuroprotective effects against glutamate-induced death in primary rat cortical cells and mouse N29/4 hypothalamic cells.
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[1]Nicholson TM, Moses MA, Uchtmann KS, Keil KP, Bjorling DE, Vezina CM, Wood RW, Ricke WA. Estrogen receptor-α is a key mediator and therapeutic target for bladder complications of benign prostatic hyperplasia. J Urol. 2015 Feb;193(2):722-9. doi: 10.1016/j.juro.2014.08.093. Epub 2014 Aug 25. PubMed PMID: 25167991; PubMed Central PMCID: PMC4305478.
[2]Jung US, Jeong KJ, Kang JK, Yi K, Shin JH, Seo HS, Kim T, Kim SH, Hur JY. Effects of estrogen receptor α and β on the expression of visfatin and retinol-binding protein 4 in 3T3-L1 adipocytes. Int J Mol Med. 2013 Sep;32(3):723-8. doi: 10.3892/ijmm.2013.1440. Epub 2013 Jul 12. PubMed PMID: 23857051.
[3] Miller KK, Al-Rayyan N, Ivanova MM, Mattingly KA, Ripp SL, Klinge CM, Prough RA. DHEA metabolites activate estrogen receptors alpha and beta. Steroids. 2013 Jan;78(1):15-25. doi: 10.1016/j.steroids.2012.10.002. Epub 2012 Nov 2. PubMed PMID: 23123738; PubMed Central PMCID: PMC3529809.
[4] Miró AM, Sastre-Serra J, Pons DG, Valle A, Roca P, Oliver J. 17β-Estradiol regulates oxidative stress in prostate cancer cell lines according to ERalpha/ERbeta ratio. J Steroid Biochem Mol Biol. 2011 Feb;123(3-5):133-9. doi: 10.1016/j.jsbmb.2010.12.004. Epub 2010 Dec 21. PubMed PMID: 21172438.
[5] Norata GD, Cattaneo P, Poletti A, Catapano AL. The androgen derivative 5alpha-androstane-3beta,17beta-diol inhibits tumor necrosis factor alpha and lipopolysaccharide induced inflammatory response in human endothelial cells and in mice aorta. Atherosclerosis. 2010 Sep;212(1):100-6. doi: 10.1016/j.atherosclerosis.2010.05.015. Epub 2010 May 19. PubMed PMID: 20557886.
6: Townsend EA, Thompson MA, Pabelick CM, Prakash YS. Rapid effects of estrogen on intracellular Ca2+ regulation in human airway smooth muscle. Am J Physiol Lung Cell Mol Physiol. 2010 Apr;298(4):L521-30. doi: 10.1152/ajplung.00287.2009. Epub 2010 Jan 22. PubMed PMID: 20097735; PubMed Central PMCID: PMC2853343.7: Xia Y, Xing JZ, Krukoff TL. Neuroprotective effects of R,R-tetrahydrochrysene against glutamate-induced cell death through anti-excitotoxic and antioxidant actions involving estrogen receptor-dependent and -independent pathways. Neuroscience. 2009 Aug 18;162(2):292-306. doi: 10.1016/j.neuroscience.2009.04.068. Epub 2009 May 3. PubMed PMID: 19410635.8: Yi KW, Shin JH, Seo HS, Lee JK, Oh MJ, Kim T, Saw HS, Kim SH, Hur JY. Role of estrogen receptor-alpha and -beta in regulating leptin expression in 3T3-L1 adipocytes. Obesity (Silver Spring). 2008 Nov;16(11):2393-9. doi: 10.1038/oby.2008.389. Epub 2008 Aug 21. PubMed PMID: 18719660.9: Zaitseva M, Yue DS, Katzenellenbogen JA, Rogers PA, Gargett CE. Estrogen receptor-alpha agonists promote angiogenesis in human myometrial microvascular endothelial cells. J Soc Gynecol Investig. 2004 Dec;11(8):529-35. PubMed PMID: 15582497.10: Harrington WR, Sheng S, Barnett DH, Petz LN, Katzenellenbogen JA, Katzenellenbogen BS. Activities of estrogen receptor alpha- and beta-selective ligands at diverse estrogen responsive gene sites mediating transactivation or transrepression. Mol Cell Endocrinol. 2003 Aug 29;206(1-2):13-22. PubMed PMID: 12943986.1
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