CAS: 362-05-0; 2-Hydroxy-17β-Estradiol
该化合物是一种自然产生的雌激素和异丁醇代谢物,在调节身体中各种生理过程方面起着重要作用,其特征是位于影响其生物活动与强度的累进醇结构第二碳的氢氧基(-OH)组,该组具有影响其生物活动与威力的分子重量;该化合物显示雌性诱导活动,有助于女性生殖组织的发展和维护,以及影响骨密度和心血管健康. 2-Hydroxystradiol还参与了埃斯特拉多醇的代谢,在各种生物研究中作为雌激素代谢的标志作用.其化学公式为C18H24O3,其分子重量反映其结构,该化合物通常见于生物液体和组织,其浓度可以表明激素平衡或不平衡.由于其在雌激素代谢物,2-羟基半成醇在各种激素相关条件和疾病(包括乳腺癌和心血管疾病)的潜在影响,已经对它进行了研究.
- 英文名称2-Hydroxy-17β-Estradiol
- 中文名称雌甾-1,3,5(10)-三烯2,3,17-三醇
- IUPAC名称(8R,9S,13S,14S,17S)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-2,3,17-triol
- 其它别名Estra-1,3,5(10)-triene-2,3,17b-triol (7CI,8CI); 2,3,17b-Trihydroxyestra-1,3,5(10)-triene; 2-Hydroxyestradiol
- CAS编号362-05-0
- MFCD编号:MFCD00010490
- EINECS号:632-218-2
- FDA UNII编号:AYU2L67YUU
- 分子式:C18H24O3分子量:288.38
- 产品CID: 1371342
- 产品分类分析化学 → 分析试剂 → 离子色谱试剂
物理性质
MSDS等安全信息
欧盟法规
ECHA物质C&L通报上下游产品
CAS号362-07-2 2-甲氧基雌二醇 | CAS号50-28-2 雌二醇 | CAS号5976-65-8 3-methoxy-13-me... | CAS号23463-05-0 estra-1,3,5(10)... | CAS号3589-91-1 3,17β-bis(2-tet... | CAS号19590-55-7 2,4-二溴雌二醇 | CAS号362-06-1 2-羟雌甾酮 | CAS号362-07-2 2-甲氧基雌二醇 | CAS号5976-65-8 3-methoxy-13-me... | CAS号5976-67-0 2-METHOXYESTRAD...合成工艺路线路线简述
- 合成目标产物 2-Hydroxyestradiol 主要起始原料 β-Estradiol
- (文献来源)合成步骤主要原料 β-Estradiol
📜雌二醇置于human Cytochrome P450 Enzyme体系中,化学反应生成雌甾-1,3,5(10)-三烯2,3,17-三醇
参考文献:Catalytic Activities Of Tumor-Specific Human Cytochrome P450 Cyp2W1 Toward Endogenous Substrates
标题:Catalytic Activities Of Tumor-Specific Human Cytochrome P450 Cyp2W1 Toward Endogenous Substrates
摘要:Cyp2W1是一种新发现的人类细胞色素p450酶,具有独特的肿瘤特异性表达模式.本文显示cyp2W1对维生素a类化合物显示出极强的结合亲和力,其结合常数处于低纳摩尔水平,而对其他四种配体的结合常数则远低于微摩尔水平.Cyp2W1能将全反式视黄酸转化为4-羟基全反式视黄酸,将全反式视黄醇转化为4-Oh全反式视黄醇,并能氧化视黄醛.该酶对17β-雌二醇的氧化效率较低,主要生成2-羟基-(17β)-雌二醇,对法呢醇的氧化产物为单羟基化物;而对于花生四烯酸,即便是最乐观的估计,其作为底物的效率也微乎其微.这些发现表明,Cyp2W1可能在局部视黄酸代谢中发挥重要作用,这种代谢可能与其在肿瘤发展中的作用密切相关.
Doi:10.1124/dmd.116.069633
海关参考信息
- 2902600000-乙苯
2902700000-异丙基苯
2905122000-异丙醇
2907210001-间苯二酚 - 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
- 详情请参考：📖 海关编码查询和海关进出口税则
专利信息
专利号:US-6448419-B1
优先权日:2001-08-07
标题:Synthesis of 2-hydroxyestradiol derivatives
发明人：PAAREN HERBERT E; DUFF STEVEN R
权利人:TETRIONICS INC
摘要:Disclosed is a method of preparing 2-hydroxy-3,17β-estradiol derivatives wherein 3,17β-estradiol is reacted with an organolithium reagent and reacted with either a boron reagent or a silicon reagent to form either a 2-boronyl or a 2-silyl modified estradiol analog represented by the corresponding structural formulae: n R 1 and R 2 are each independently a hydroxyl protecting group. R 3 , R 4 and R 5 are selected from the group consisting of halogens, alkyl, aryl, hydroxy, substituted or unsubstituted alkyl, and substituted or unsubstituted aryl.
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品牌试剂参考报价(招募中)
📌 第三方产品分析报告
主要参考文献
1: Chourasia TK, Pang Y, Thomas P. The catecholestrogen, 2-hydroxyestradiol-17beta, acts as a G protein-coupled estrogen receptor 1 (GPER/GPR30) antagonist to promote the resumption of meiosis in zebrafish oocytes. Biol Reprod. 2015 Mar;92(3):69. doi: 10.1095/biolreprod.114.125674. Epub 2015 Jan 21. eCollection 2016.
3: Babbs RK, Unger EL, Corwin RL. 2-Hydroxyestradiol enhances binge onset in female rats and reduces prefrontal cortical dopamine in male rats. Horm Behav. 2013 Jan;63(1):88-96. doi: 10.1016/j.yhbeh.2012.10.010. Epub 2012 Oct 29.
4: Samartzis EP, Imesch P, Twiehaus A, Dubey RK, Leeners B. The estrogen metabolites 2-methoxyestradiol and 2-hydroxyestradiol inhibit endometriotic cell proliferation in estrogen-receptor-independent manner. Gynecol Endocrinol. 2016 Jul;32(7):529-33. doi: 10.3109/09513590.2015.1137094. Epub 2016 Jan 22. doi: 10.1152/ajprenal.00265.2011. Epub 2011 Dec 7.
合成参考文献
参考文献:10.1007/s10549-005-9083-x
摘要:Trafalis DT, Geromichalos GD, Koukoulitsa C, Papageorgiou A, Karamanakos P, Camoutsis C. Lactandrate: a D-homo-aza-androsterone alkylator in the treatment of breast cancer. Breast Cancer Res Treat. 2006 May;97(1):17–31. doi: 10.1007/s10549-005-9083-x.
参考文献:10.1007/s00467-011-1963-1
摘要:Kummer S, von Gersdorff G, Kemper MJ, Oh J. The influence of gender and sexual hormones on incidence and outcome of chronic kidney disease. Pediatr Nephrol. 2012 Aug;27(8):1213–9. doi: 10.1007/s00467-011-1963-1.
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