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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
SMILES OC(C=C1C[C@H]2CC)=CC=C1C3=C2C4=C(C=C(O)C=C4)C[C@H]3CC
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
闪点 FP
熔点 Melting point
沸点 Boiling point
Polarizability极化度
密度 Density
蒸汽压 Vapor Pressure
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.
Application1
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警示图
危险性 Warning
危险性警示
安全声明
安全防护
备注
[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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