17beta-Estradiol 3-sulfate (BioDeep_00000006740)

 

Secondary id: BioDeep_00000638229, BioDeep_00001869022

human metabolite Endogenous blood metabolite


代谢物信息卡片


[(1S,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-5-yl]oxidanesulfonic acid

化学式: C18H24O5S (352.1344)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 40.86%

分子结构信息

SMILES: CC12CCC3C(C1CCC2O)CCC4=C3C=CC(=C4)OS(=O)(=O)O
InChI: InChI=1S/C18H24O5S/c1-18-9-8-14-13-5-3-12(23-24(20,21)22)10-11(13)2-4-15(14)16(18)6-7-17(18)19/h3,5,10,14-17,19H,2,4,6-9H2,1H3,(H,20,21,22)

描述信息

17beta-Estradiol 3-sulfate, also known as estradiol 3-sulfuric acid or estradiol-17beta 3-sulfate, belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. 17beta-Estradiol 3-sulfate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. The estrogen patch is a delivery system for estradiol used as hormone replacement therapy to treat the symptoms of menopause, such as hot flashes and vaginal dryness, and to prevent osteoporosis. Originally marketed as Vivelle(Novartis), it was discontinued in 2003 and reintroduced in a smaller form as Vivelle-Dot. Although estrogen is given transdermally rather than in the standard oral tablets, the estrogen patch carries similar risks and benefits as more conventional forms of estrogen-only hormone replacement therapy.
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

同义名列表

65 个代谢物同义名

[(1S,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-5-yl]oxidanesulfonic acid; (17beta)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulphuric acid; (17beta)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulfuric acid; (17Β)-17-hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulphuric acid; (17b)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulphuric acid; (17Β)-17-hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulfuric acid; (17b)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulfuric acid; 17beta-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulphuric acid; (17beta)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulphate; 17beta-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulfuric acid; (17beta)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulfate; 17Β-hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulphuric acid; 17b-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulphuric acid; (17Β)-17-hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulphate; 17b-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulfuric acid; 17Β-hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulfuric acid; (17b)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulphate; (17b)-17-Hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulfate; (17Β)-17-hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulfate; 17beta-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulphate; 17beta-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulfate; 17Β-hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulphate; 17b-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulphate; 17Β-hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulfate; 17b-Hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulfate; 17-hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulfate; estra-1,3,5(10)-triene-3,17beta-diol 3-sulfate; Estradiol-17beta 3-sulphuric acid; 17beta-Estradiol 3-sulphuric acid; 17beta-Estradiol 3-sulfuric acid; Estradiol-17beta 3-sulfuric acid; Estradiol-17β 3-sulphuric acid; 17Β-estradiol 3-sulphuric acid; Estradiol-17b 3-sulphuric acid; 17b-Estradiol 3-sulphuric acid; 17b-Estradiol 3-sulfuric acid; Estradiol-17β 3-sulfuric acid; Estradiol-17b 3-sulfuric acid; 17Β-estradiol 3-sulfuric acid; Estradiol-17beta 3-sulphate; 17beta-Estradiol 3-sulphate; 17beta-Estradiol 3-sulfate; Estradiol-3-sulphuric acid; Estradiol-17beta 3-sulfate; Estradiol 3-sulphuric acid; Estradiol 3-sulfuric acid; 17beta-Estradiol sulphate; Estradiol-3-sulfuric acid; 17Β-estradiol 3-sulphate; Estradiol-17β 3-sulphate; 17beta-Estradiol sulfate; Estradiol-17b 3-sulphate; 17b-Estradiol 3-sulphate; 17Β-estradiol 3-sulfate; 17b-Estradiol 3-sulfate; Estradiol-17b 3-sulfate; Estradiol-17β 3-sulfate; 17Β-estradiol sulphate; 17Β-estradiol sulfate; Estradiol-3-sulphate; Estradiol 3-sulphate; Estradiol-3-sulfate; Estradiol 3-sulfate; Estradiol-17β 3-sulfate



数据库引用编号

18 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(4)

BioCyc(0)

PlantCyc(0)

代谢反应

46 个相关的代谢反应过程信息。

Reactome(44)

BioCyc(0)

WikiPathways(2)

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。

亚细胞结构定位 关联基因列表
Cytoplasm 8 ALB, ESR1, OSCP1, PGR, POMC, PTGS2, SULT1B1, SULT2A1
Peripheral membrane protein 3 ESR1, HSD17B6, PTGS2
Endoplasmic reticulum membrane 3 CYP19A1, PTGS2, STS
Mitochondrion membrane 1 ABCG2
Nucleus 3 ALB, ESR1, PGR
cytosol 6 ALB, ESR1, PGR, SULT1B1, SULT2A1, TGFBR2
mitochondrial membrane 1 ABCG2
centrosome 1 ALB
nucleoplasm 3 ABCG2, ESR1, PGR
Cell membrane 5 ABCG2, ESR1, SLC22A11, SLC39A2, TGFBR2
Cytoplasmic side 1 ESR1
Early endosome membrane 1 HSD17B6
Multi-pass membrane protein 8 ABCC2, ABCC3, ABCG2, CYP19A1, SLC10A6, SLC22A11, SLC39A2, SLC45A2
cell surface 1 ABCC2
Golgi apparatus 4 ALB, ESR1, NPY, STS
Lysosome 1 STS
endosome 1 STS
plasma membrane 11 ABCC2, ABCC3, ABCG2, ESR1, OSCP1, PGR, SLC10A6, SLC22A11, SLC39A2, STS, TGFBR2
Membrane 10 ABCC2, ABCC3, ABCG2, CYP19A1, ESR1, SLC10A6, SLC22A11, SLC45A2, STS, TGFBR2
apical plasma membrane 3 ABCC2, ABCG2, SLC22A11
basolateral plasma membrane 1 ABCC3
caveola 2 PTGS2, TGFBR2
extracellular exosome 2 ALB, SLC22A11
Lumenal side 1 HSD17B6
endoplasmic reticulum 5 ALB, CYP19A1, HSD17B6, PTGS2, STS
extracellular space 4 ALB, NPY, POMC, TGFBR2
intercellular canaliculus 1 ABCC2
protein-containing complex 3 ALB, ESR1, PTGS2
intracellular membrane-bounded organelle 2 HSD17B6, STS
Microsome membrane 3 CYP19A1, HSD17B6, PTGS2
Single-pass type I membrane protein 1 TGFBR2
Secreted 3 ALB, NPY, POMC
extracellular region 4 ALB, NPY, POMC, TGFBR2
mitochondrial outer membrane 1 PGR
anchoring junction 1 ALB
transcription regulator complex 1 ESR1
external side of plasma membrane 2 SLC22A11, TGFBR2
cytoplasmic vesicle 1 SLC39A2
Melanosome membrane 1 SLC45A2
Apical cell membrane 3 ABCC2, ABCG2, SLC22A11
Membrane raft 2 ABCG2, TGFBR2
GABA-ergic synapse 1 NPY
secretory granule 1 POMC
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 1 TGFBR2
neuron projection 1 PTGS2
ciliary basal body 1 ALB
chromatin 2 ESR1, PGR
centriole 1 ALB
cytoplasmic ribonucleoprotein granule 1 SLC39A2
brush border membrane 1 ABCG2
spindle pole 1 ALB
blood microparticle 1 ALB
Basolateral cell membrane 1 ABCC3
[Isoform 3]: Secreted 1 TGFBR2
euchromatin 1 ESR1
basal plasma membrane 3 ABCC3, OSCP1, SLC22A11
secretory granule lumen 1 POMC
endoplasmic reticulum lumen 3 ALB, PTGS2, STS
platelet alpha granule lumen 1 ALB
neuronal dense core vesicle 1 NPY
[Isoform 1]: Nucleus 1 ESR1
Basal cell membrane 2 ABCC3, SLC22A11
external side of apical plasma membrane 1 ABCG2
Cytoplasmic vesicle, secretory vesicle, neuronal dense core vesicle 1 NPY
[Isoform 4]: Mitochondrion outer membrane 1 PGR
Cytoplasmic vesicle, secretory vesicle, microneme membrane 1 STS
microneme membrane 1 STS
transforming growth factor beta ligand-receptor complex 1 TGFBR2
ciliary transition fiber 1 ALB


文献列表

  • Tamara Mainetti, Marilena Palmisano, Fabio Rezzonico, Blaž Stres, Susanne Kern, Theo H M Smits. Broad diversity of bacteria degrading 17ß-estradiol-3-sulfate isolated from river sediment and biofilm at a wastewater treatment plant discharge. Archives of microbiology. 2021 Sep; 203(7):4209-4219. doi: 10.1007/s00203-021-02409-0. [PMID: 34080042]
  • Maria Belen Rabaglino, Elaine Richards, Nancy Denslow, Maureen Keller-Wood, Charles E Wood. Genomics of estradiol-3-sulfate action in the ovine fetal hypothalamus. Physiological genomics. 2012 Jul; 44(13):669-77. doi: 10.1152/physiolgenomics.00127.2011. [PMID: 22570439]
  • Charles E Wood. Fetal hypothalamus-pituitary-adrenal responses to estradiol sulfate. Endocrinology. 2011 Dec; 152(12):4966-73. doi: 10.1210/en.2011-0284. [PMID: 21952234]
  • Jared Winikor, Christine Schlaerth, Maria Belen Rabaglino, Roderick Cousins, Monique Sutherland, Charles E Wood. Complex actions of estradiol-3-sulfate in late gestation fetal brain. Reproductive sciences (Thousand Oaks, Calif.). 2011 Jul; 18(7):654-65. doi: 10.1177/1933719110395400. [PMID: 21273638]
  • Kodzue Kinoshita, Sayaka Inada, Kazuya Seki, Aiko Sasaki, Natsuki Hama, Hiroshi Kusunoki. Long-term monitoring of fecal steroid hormones in female snow leopards (Panthera uncia) during pregnancy or pseudopregnancy. PloS one. 2011 May; 6(5):e19314. doi: 10.1371/journal.pone.0019314. [PMID: 21559303]
  • Frank F Scherr, Ajit K Sarmah, Hong J Di, Keith C Cameron. Degradation and metabolite formation of 17beta-estradiol-3-sulphate in New Zealand pasture soils. Environment international. 2009 Feb; 35(2):291-7. doi: 10.1016/j.envint.2008.07.002. [PMID: 18694598]
  • Hirokazu Yokoyama, Naohiko Anzai, Marija Ljubojevic, Naoko Ohtsu, Takeshi Sakata, Hiroki Miyazaki, Hiroshi Nonoguchi, Rafiqul Islam, Maristella Onozato, Akihiro Tojo, Kimio Tomita, Yoshikatsu Kanai, Takashi Igarashi, Ivan Sabolic, Hitoshi Endou. Functional and immunochemical characterization of a novel organic anion transporter Oat8 (Slc22a9) in rat renal collecting duct. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology. 2008; 21(4):269-78. doi: 10.1159/000129385. [PMID: 18441515]
  • Fanfan Zhou, Nicholas P Illsley, Guofeng You. Functional characterization of a human organic anion transporter hOAT4 in placental BeWo cells. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2006 Apr; 27(5):518-23. doi: 10.1016/j.ejps.2005.09.008. [PMID: 16257192]
  • Naohiko Anzai, Promsuk Jutabha, Atsushi Enomoto, Hirokazu Yokoyama, Hiroshi Nonoguchi, Taku Hirata, Katsuko Shiraya, Xin He, Seok Ho Cha, Michio Takeda, Hiroki Miyazaki, Takeshi Sakata, Kimio Tomita, Takashi Igarashi, Yoshikatsu Kanai, Hitoshi Endou. Functional characterization of rat organic anion transporter 5 (Slc22a19) at the apical membrane of renal proximal tubules. The Journal of pharmacology and experimental therapeutics. 2005 Nov; 315(2):534-44. doi: 10.1124/jpet.105.088583. [PMID: 16079298]
  • Charles E Wood, Kelly E Gridley, Maureen Keller-Wood. Biological activity of 17beta-estradiol-3-sulfate in ovine fetal plasma and uptake in fetal brain. Endocrinology. 2003 Feb; 144(2):599-604. doi: 10.1210/en.2002-220764. [PMID: 12538622]
  • S H Cha, T Sekine, H Kusuhara, E Yu, J Y Kim, D K Kim, Y Sugiyama, Y Kanai, H Endou. Molecular cloning and characterization of multispecific organic anion transporter 4 expressed in the placenta. The Journal of biological chemistry. 2000 Feb; 275(6):4507-12. doi: 10.1074/jbc.275.6.4507. [PMID: 10660625]
  • N Kanai, R Lu, Y Bao, A W Wolkoff, M Vore, V L Schuster. Estradiol 17 beta-D-glucuronide is a high-affinity substrate for oatp organic anion transporter. The American journal of physiology. 1996 Feb; 270(2 Pt 2):F326-31. doi: 10.1152/ajprenal.1996.270.2.f326. [PMID: 8779894]
  • N Shimura, Y Komori, T Tanaka, A Kubodera. Determination of estrogen 3-sulfates in biological fluids of mammary tumor-bearing rats by radioimmunoassay. Nuclear medicine and biology. 1993 May; 20(4):493-501. doi: 10.1016/0969-8051(93)90081-5. [PMID: 8504291]
  • C Pelissero, G Flouriot, J L Foucher, B Bennetau, J Dunoguès, F Le Gac, J P Sumpter. Vitellogenin synthesis in cultured hepatocytes; an in vitro test for the estrogenic potency of chemicals. The Journal of steroid biochemistry and molecular biology. 1993 Mar; 44(3):263-72. doi: 10.1016/0960-0760(93)90086-c. [PMID: 8461258]
  • R Bouhamidi, J L Gaillard, P Silberzahn, B Martin. Binding of estrogen-3-sulfates to stallion plasma and equine serum albumin. The Journal of steroid biochemistry and molecular biology. 1992 May; 42(3-4):345-9. doi: 10.1016/0960-0760(92)90138-9. [PMID: 1606045]
  • J Van Eldere, J Robben, G De Pauw, R Merckx, H Eyssen. Isolation and identification of intestinal steroid-desulfating bacteria from rats and humans. Applied and environmental microbiology. 1988 Aug; 54(8):2112-7. doi: 10.1128/aem.54.8.2112-2117.1988. [PMID: 3178214]
  • T Tanaka, N Suguro, Y Shiratori, A Kubodera. Specific antisera for the radioimmunoassay of estradiol-3-sulfate. Journal of steroid biochemistry. 1985 Feb; 22(2):285-8. doi: 10.1016/0022-4731(85)90126-8. [PMID: 2984471]
  • G L Adessi, T Q Nhuan, O Prost. The in vitro metabolism of estrone and estradiol-17 beta and their 3-sulfates by the renal tissues from pregnant and female fetal guinea-pigs. Journal of steroid biochemistry. 1981 Dec; 15(?):453-9. doi: 10.1016/0022-4731(81)90314-9. [PMID: 6279970]
  • D L Garver, D M Davis, H Dekirmenjian, S Ericksen, L Gosenfeld, J Haraszti. Dystonic reactions following neuroleptics: time course and proposed mechanisms. Psychopharmacologia. 1976 May; 47(2):199-201. doi: 10.1007/bf00735822. [PMID: 5743]