4-Methoxy-17beta-estradiol (BioDeep_00000032743)

   

human metabolite Endogenous


代谢物信息卡片


(1S,10R,11S,14S,15S)-6-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-triene-5,14-diol

化学式: C19H26O3 (302.1881846)
中文名称: 1,3,5(10)-雌二醇-3,4,17beta-三醇 4-甲醚
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC12CCC3C(C1CCC2O)CCC4=C3C=CC(=C4OC)O
InChI: InChI=1S/C19H26O3/c1-19-10-9-12-11-5-7-16(20)18(22-2)14(11)4-3-13(12)15(19)6-8-17(19)21/h5,7,12-13,15,17,20-21H,3-4,6,8-10H2,1-2H3/t12-,13-,15+,17+,19+/m1/s1

描述信息

4-Methoxy-17beta-estradiol, also known as 4-methoxyestradiol or 4-ME2, is a member of the class of compounds known as estrogens and derivatives. These compounds are steroids with a structure containing a 3-hydroxylated estrane. 4-Methoxy-17beta-estradiol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4-Methoxy-17beta-estradiol can be synthesized from 17beta-estradiol. 4-Methoxy-17beta-estradiol can also be synthesized into 4-methoxy-17beta-estradiol 3-O-(beta-D-glucuronide).
2-Methoxyestradiol belongs to the family of drugs called angiogenesis inhibitors. It also acts as a vasodilator. [HMDB]
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

同义名列表

21 个代谢物同义名

(1S,10R,11S,14S,15S)-6-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-triene-5,14-diol; 3,4,17beta-Trihydroxy-1,3,5[10]-estratriene 4-methyl ether; 1,3,5(10)-Estratrien-3,4,17beta-triol 4-methyl ether; (17beta)-4-Methoxyestra-1,3,5(10)-triene-3,17-diol; 3,17beta-Dihydroxy-4-methoxy-1,3,5[10]-estratriene; 4-Methoxy-3,17beta-dihydroxy-1,3,5[10]-estratriene; 4-Methoxy-3,17b-dihydroxy-1,3,5[10]-estratriene; 4-Methoxy-3,17β-dihydroxy-1,3,5[10]-estratriene; (17b)-4-Methoxyestra-1,3,5(10)-triene-3,17-diol; (17Β)-4-methoxyestra-1,3,5(10)-triene-3,17-diol; 4-Methoxy-1,3,5[10]-estratriene-3,17beta-diol; 4-Methoxyestradiol-17 beta; 4-Methoxy-17beta-estradiol; 4-Methoxyestradiol-17beta; 4-Methoxy-17β-estradiol; 4-Methoxy-17b-estradiol; 4-Methoxyestradiol-17β; 4-Methoxyestradiol-17b; 4-Methoxyestradiol; 4-MeOE2; 4-ME2



数据库引用编号

8 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Emanuel Guajardo-Correa, Denisse Mena-Silva, Patricia Diaz, Carlos Godoy-Guzmán, Hugo Cardenas, Pedro A Orihuela. 2-Methoxyoestradiol impairs mouse embryo implantation via F-spondin. Reproduction, fertility, and development. 2019 Apr; 31(4):689-697. doi: 10.1071/rd18114. [PMID: 30449298]
  • Hannah Oh, Hannah Arem, Charles E Matthews, Nicolas Wentzensen, Kerryn W Reding, Louise A Brinton, Garnet L Anderson, Sally B Coburn, Jane A Cauley, Chu Chen, Deborah Goodman, Ruth M Pfeiffer, Roni T Falk, Xia Xu, Britton Trabert. Sitting, physical activity, and serum oestrogen metabolism in postmenopausal women: the Women's Health Initiative Observational Study. British journal of cancer. 2017 Sep; 117(7):1070-1078. doi: 10.1038/bjc.2017.268. [PMID: 28817836]
  • Cher M Dallal, Louise A Brinton, Charles E Matthews, Ruth M Pfeiffer, Terryl J Hartman, Jolanta Lissowska, Roni T Falk, Montserrat Garcia-Closas, Xia Xu, Timothy D Veenstra, Gretchen L Gierach. Association of Active and Sedentary Behaviors with Postmenopausal Estrogen Metabolism. Medicine and science in sports and exercise. 2016 Mar; 48(3):439-48. doi: 10.1249/mss.0000000000000790. [PMID: 26460631]
  • Hannah Oh, Stephanie A Smith-Warner, Rulla M Tamimi, Molin Wang, Xia Xu, Susan E Hankinson, Barbara J Fuhrman, Regina G Ziegler, A Heather Eliassen. Dietary Fat and Fiber Intakes Are Not Associated with Patterns of Urinary Estrogen Metabolites in Premenopausal Women. The Journal of nutrition. 2015 Sep; 145(9):2109-16. doi: 10.3945/jn.115.212779. [PMID: 26180245]
  • Hui-Hui Li, Ying-Jie Zhao, Yan Li, Cai-Feng Dai, Sheikh O Jobe, Xing-Sheng Yang, Xing-Fu Li, Manish S Patankar, Ronald R Magness, Jing Zheng. Estradiol 17β and its metabolites stimulate cell proliferation and antagonize ascorbic acid-suppressed cell proliferation in human ovarian cancer cells. Reproductive sciences (Thousand Oaks, Calif.). 2014 Jan; 21(1):102-11. doi: 10.1177/1933719113492211. [PMID: 23757313]
  • Inik Chang, Jan Liu, Shahana Majid, Sharanjot Saini, Mohd S Zaman, Soichiro Yamamura, Varahram Shahryari, Takeshi Chiyomaru, Guoren Deng, Rajvir Dahiya, Yuichiro Tanaka. Catechol-O-methyltransferase-mediated metabolism of 4-hydroxyestradiol inhibits the growth of human renal cancer cells through the apoptotic pathway. Carcinogenesis. 2012 Feb; 33(2):420-6. doi: 10.1093/carcin/bgr294. [PMID: 22159223]
  • Bhupendra Singh, Sarah M Mense, Nimee K Bhat, Sandeep Putty, William A Guthiel, Fabrizio Remotti, Hari K Bhat. Dietary quercetin exacerbates the development of estrogen-induced breast tumors in female ACI rats. Toxicology and applied pharmacology. 2010 Sep; 247(2):83-90. doi: 10.1016/j.taap.2010.06.011. [PMID: 20600213]
  • B T Zhu, E N Evaristus, S K Antoniak, S F Sarabia, M J Ricci, J G Liehr. Metabolic deglucuronidation and demethylation of estrogen conjugates as a source of parent estrogens and catecholestrogen metabolites in Syrian hamster kidney, a target organ of estrogen-induced tumorigenesis. Toxicology and applied pharmacology. 1996 Jan; 136(1):186-93. doi: 10.1006/taap.1996.0023. [PMID: 8560473]
  • R Rajan, V V Reddy, F Reichle, J S David, M J Daly. Effects of catechol estrogen methyl ethers on lipid metabolism in prepubertal rats. Steroids. 1984 May; 43(5):499-507. doi: 10.1016/s0039-128x(84)90132-6. [PMID: 6099617]