11-Hydroxyandrosterone (BioDeep_00000014475)

Main id: BioDeep_00000637493

 

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


(3R,5S,8S,9S,10S,11S,13S,14S)-3,11-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one

  化学式: C19H30O3 (306.2195)
中文名称: 11-β-羟基雄酮
  谱图信息: 最多检出来源 () %

分子结构信息

SMILES: CC12CCC(CC1CCC3C2C(CC4(C3CCC4=O)C)O)O
InChI: InChI=1S/C19H30O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h11-15,17,20-21H,3-10H2,1-2H3/t11-,12+,13-,14-,15-,17+,18-,19-/m0/s1

描述信息

Originates from androsterone. A steroid hormone with weak androgenic activity. It is made in the liver from the metabolism of testosterone. The consumption of large amounts of celery can cause an increase in the production of this hormone in males. Androsterone has pheromonic properties. [HMDB]
Originates from androsterone. A steroid hormone with weak androgenic activity. It is made in the liver from the metabolism of testosterone. The consumption of large amounts of celery can cause an increase in the production of this hormone in males. Androsterone has pheromonic properties.
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
11β-Hydroxyandrosterone is a 11-oxygenated androgen metabolite of 11β-hydroxyandrostenedione[1][2].

同义名列表

22 个代谢物同义名

(3R,5S,8S,9S,10S,11S,13S,14S)-3,11-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one; (1S,2S,5R,7S,10S,11S,15S,17S)-5,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-one; 11 beta-Hydroxyandrosterone, (3alpha,5alpha,11alpha)-isomer; 11 beta-Hydroxyandrosterone, (3alpha,5beta,11alpha)-isomer; 11 beta-Hydroxyandrosterone, (3beta,5alpha,11beta)-isomer; 11 beta-Hydroxyandrosterone, (3alpha,5beta,11beta)-isomer; 11 beta-Hydroxyandrosterone, (3beta,5beta,11beta)-isomer; 11 beta-Hydroxyandrosterone, (3alpha,5alpha)-isomer; 11 beta-Hydroxyandrosterone, (3alpha,5beta)-isomer; 3alpha,11beta-Dihydroxy-5alpha-androstane-17-one; 3alpha,11beta-Dihydroxy-5beta-androstan-17-one; 11 beta-Hydroxyetiocholanolone; 11 beta-Hydroxyandrosterone; 11-beta-Hydroxyandrosterone; 11beta-Hydroxy-androsterone; 11beta-Hydroxyandrosterone; 11-Hydroxyetiocholanolone; 11b-Hydroxyandrosterone; 11β-Hydroxyandrosterone; 11-Hydroxy-androsterone; 11-Hydroxyandrosterone; 3alpha,11beta-Dihydroxy-5alpha-androstane-17-one



数据库引用编号

14 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome()

BioCyc()

PlantCyc()

代谢反应

1 个相关的代谢反应过程信息。

Reactome()

BioCyc()

WikiPathways(1)

Plant Reactome()

INOH()

PlantCyc()

COVID-19 Disease Map()

PathBank()

PharmGKB()

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


文献列表

  • Xavier de la Torre, Daniel Jardines, Davide Curcio, Cristiana Colamonici, Francesco Botrè. Isotope ratio mass spectrometry in antidoping analysis: The use of endogenous reference compounds. Rapid communications in mass spectrometry : RCM. 2019 Mar; 33(6):579-586. doi: 10.1002/rcm.8377. [PMID: 30589473]
  • Clemens Kamrath, Lisa Wettstaedt, Claudia Boettcher, Michaela F Hartmann, Stefan A Wudy. Androgen excess is due to elevated 11-oxygenated androgens in treated children with congenital adrenal hyperplasia. The Journal of steroid biochemistry and molecular biology. 2018 04; 178(?):221-228. doi: 10.1016/j.jsbmb.2017.12.016. [PMID: 29277706]
  • Christopher M Jones, Ashwini Mallappa, Nicole Reisch, Nikolaos Nikolaou, Nils Krone, Beverly A Hughes, Donna M O'Neil, Martin J Whitaker, Jeremy W Tomlinson, Karl-Heinz Storbeck, Deborah P Merke, Richard J Ross, Wiebke Arlt. Modified-Release and Conventional Glucocorticoids and Diurnal Androgen Excretion in Congenital Adrenal Hyperplasia. The Journal of clinical endocrinology and metabolism. 2017 06; 102(6):1797-1806. doi: 10.1210/jc.2016-2855. [PMID: 27845856]
  • Clemens Kamrath, Lisa Wettstaedt, Claudia Boettcher, Michaela F Hartmann, Stefan A Wudy. The urinary steroidome of treated children with classic 21-hydroxylase deficiency. The Journal of steroid biochemistry and molecular biology. 2017 01; 165(Pt B):396-406. doi: 10.1016/j.jsbmb.2016.08.006. [PMID: 27544322]
  • Ines Braga Goncalves, Michael Heistermann, Peter Santema, Ben Dantzer, Jelena Mausbach, Andre Ganswindt, Marta B Manser. Validation of a Fecal Glucocorticoid Assay to Assess Adrenocortical Activity in Meerkats Using Physiological and Biological Stimuli. PloS one. 2016; 11(4):e0153161. doi: 10.1371/journal.pone.0153161. [PMID: 27077741]
  • Ellaine Munton, Fong-Ha Liu, E John Murby, D Brynn Hibbert. Certification of steroid carbon isotope ratios in a freeze-dried human urine reference material. Drug testing and analysis. 2012 Dec; 4(12):928-33. doi: 10.1002/dta.1366. [PMID: 22544546]
  • Yuhei Koyama, Keiko Homma, Maki Fukami, Masayuki Miwa, Kazushige Ikeda, Tsutomu Ogata, Tomonobu Hasegawa, Mitsuru Murata. Two-step biochemical differential diagnosis of classic 21-hydroxylase deficiency and cytochrome P450 oxidoreductase deficiency in Japanese infants by GC-MS measurement of urinary pregnanetriolone/ tetrahydroxycortisone ratio and 11β-hydroxyandrosterone. Clinical chemistry. 2012 Apr; 58(4):741-7. doi: 10.1373/clinchem.2011.173286. [PMID: 22273564]
  • Herbert J Tobias, Ying Zhang, Richard J Auchus, J Thomas Brenna. Detection of synthetic testosterone use by novel comprehensive two-dimensional gas chromatography combustion-isotope ratio mass spectrometry. Analytical chemistry. 2011 Sep; 83(18):7158-65. doi: 10.1021/ac2015849. [PMID: 21846122]
  • Josep Marcos, Wendy Y Craig, Glenn E Palomaki, Edward M Kloza, James E Haddow, Marie Roberson, Linda A Bradley, Cedric H L Shackleton. Maternal urine and serum steroid measurements to identify steroid sulfatase deficiency (STSD) in second trimester pregnancies. Prenatal diagnosis. 2009 Aug; 29(8):771-80. doi: 10.1002/pd.2284. [PMID: 19418464]
  • C Buisson, C Mongongu, C Frelat, M Jean-Baptiste, J de Ceaurriz. Isotope ratio mass spectrometry analysis of the oxidation products of the main and minor metabolites of hydrocortisone and cortisone for antidoping controls. Steroids. 2009 Mar; 74(3):393-7. doi: 10.1016/j.steroids.2008.11.001. [PMID: 19056411]
  • Keiko Homma, Tomonobu Hasegawa, Toshiro Nagai, Masanori Adachi, Reiko Horikawa, Ikuma Fujiwara, Toshihiro Tajima, Ryoujun Takeda, Maki Fukami, Tsutomu Ogata. Urine steroid hormone profile analysis in cytochrome P450 oxidoreductase deficiency: implication for the backdoor pathway to dihydrotestosterone. The Journal of clinical endocrinology and metabolism. 2006 Jul; 91(7):2643-9. doi: 10.1210/jc.2005-2460. [PMID: 16608896]
  • B H Jung, S W Bai, B C Chung. Endogenous urinary steroids in premenopausal women with uterine leiomyomas. International journal of gynaecology and obstetrics: the official organ of the International Federation of Gynaecology and Obstetrics. 2004 Jan; 84(1):55-60. doi: 10.1016/s0020-7292(03)00336-9. [PMID: 14698830]
  • O D Wolthers, F J Cameron, I Scheimberg, J W Honour, P C Hindmarsh, M O Savage, R G Stanhope, C G Brook. Androgen secreting adrenocortical tumours. Archives of disease in childhood. 1999 Jan; 80(1):46-50. doi: 10.1136/adc.80.1.46. [PMID: 10325758]
  • J Yasuda, K Shiroshita, T Yamamoto, H Okada. Virilizing pregnancy luteoma: a case report. Asia-Oceania journal of obstetrics and gynaecology. 1988 Jun; 14(2):155-60. doi: 10.1111/j.1447-0756.1988.tb00087.x. [PMID: 2850787]
  • H V Henning, H Ludwig-Köhn. Neutral steroid metabolites in body fluids of patients with uremia and after renal transplantation. Contributions to nephrology. 1986; 50(?):153-66. doi: 10.1159/000412996. [PMID: 3542370]
  • J Imperato-McGinley, R E Peterson, T Gautier, A Arthur, C Shackleton. Decreased urinary C19 and C21 steroid 5 alpha-metabolites in parents of male pseudohermaphrodites with 5 alpha-reductase deficiency: detection of carriers. The Journal of clinical endocrinology and metabolism. 1985 Mar; 60(3):553-8. doi: 10.1210/jcem-60-3-553. [PMID: 3972966]
  • F Roelfsema, A J Moolenaar, M Frölich. The influence of bromocriptine and transsphenoidal surgery on urinary androgen metabolite excretion in acromegaly. Acta endocrinologica. 1984 Nov; 107(3):302-11. doi: 10.1530/acta.0.1070302. [PMID: 6095571]
  • A T Masi, D B Josipović, W E Jefferson. Low adrenal androgenic-anabolic steroids in women with rheumatoid arthritis (RA): gas-liquid chromatographic studies of RA patients and matched normal control women indicating decreased 11-deoxy-17-ketosteroid excretion. Seminars in arthritis and rheumatism. 1984 Aug; 14(1):1-23. doi: 10.1016/0049-0172(84)90005-2. [PMID: 6091273]
  • J W Honour, D A Price, N F Taylor, H B Marsden, D B Grant. Steroid biochemistry of virilising adrenal tumours in childhood. European journal of pediatrics. 1984 Aug; 142(3):165-9. doi: 10.1007/bf00442442. [PMID: 6088244]
  • H Vierhapper, P Nowotny, K Krisch, K Kletter, W Waldhäusl. [Androgen-producing adrenal adenoma in an 18 year-old woman: diagnosis by gas-chromatographic steroid analysis, histology and postoperative course]. Wiener klinische Wochenschrift. 1982 Dec; 94(24):670-3. doi: NULL. [PMID: 6221472]
  • K D Ball, M J Levell, M E Pickup. The effect of ibuprofen on the excretion of steroid metabolites. Clinica chimica acta; international journal of clinical chemistry. 1982 Sep; 124(1):23-9. doi: 10.1016/0009-8981(82)90315-1. [PMID: 7127837]
  • P S Pedersen, E W Flensborg, S G Johnsen. Urinary 17-ketosteroids in cystic fibrosis. Acta paediatrica Scandinavica. 1981 Jul; 70(4):507-12. doi: 10.1111/j.1651-2227.1981.tb05731.x. [PMID: 7315297]
  • K D Setchell, R Bull, H Adlercreutz. Steroid excretion during the reporductive cycle and in pregnanacy of the vervet monkey (Cercopithecus aethiopus pygerythrus). Journal of steroid biochemistry. 1980 Jan; 12(?):375-84. doi: 10.1016/0022-4731(80)90296-4. [PMID: 7421223]
  • M Kodama, T Kodama, M Yoshida, R Totania, K Aoki. Hormonal status of breast cancer. II. Abnormal urinary steroid excretion. Journal of the National Cancer Institute. 1975 Jun; 54(6):1275-82. doi: 10.1093/jnci/54.6.1275. [PMID: 1133844]
  • G W OERTEL, E KAISER. Determination of dehydroepian-drosterone, androsterone, etiocholanolone, and '11 beta-hydroxyetiocholanolone' in plasma. Clinica chimica acta; international journal of clinical chemistry. 1962 Mar; 7(?):221-5. doi: 10.1016/0009-8981(62)90013-x. [PMID: 14481176]


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