18-Oxocortisol (BioDeep_00000027538)

   

human metabolite Endogenous blood metabolite


代谢物信息卡片


(1S,2R,10S,11S,14S,15R,17S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbaldehyde

化学式: C21H28O6 (376.1885788)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 4.55%

分子结构信息

SMILES: CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4(C(=O)CO)O)C=O)O
InChI: InChI=1S/C21H28O6/c1-19-6-4-13(24)8-12(19)2-3-14-15-5-7-21(27,17(26)10-22)20(15,11-23)9-16(25)18(14)19/h8,11,14-16,18,22,25,27H,2-7,9-10H2,1H3/t14-,15-,16-,18+,19-,20+,21+/m0/s1

描述信息

18-Oxocortisol shares structural characteristics with cortisol and aldosterone and is secreted from the adrenal cortex. The plasma levels of 18-Oxocortisol are significantly higher in patients with adrenocortical disorders than in control subjects. (PMID 8013138) [HMDB]
18-Oxocortisol shares structural characteristics with cortisol and aldosterone and is secreted from the adrenal cortex. The plasma levels of 18-Oxocortisol are significantly higher in patients with adrenocortical disorders than in control subjects. (PMID 8013138).
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

同义名列表

4 个代谢物同义名

(1S,2R,10S,11S,14S,15R,17S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbaldehyde; 11 beta,17 alpha,21-Trihydroxy-3,20-diketo-4-pregnene-18-al; 11b,17,21-Trihydroxy-3,20-dioxo-pregn-4-en-18-al; 18-Oxocortisol



数据库引用编号

7 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

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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

  • Yuta Tezuka, Kae Ishii, Lili Zhao, Yuto Yamazaki, Ryo Morimoto, Hironobu Sasano, Aaron M Udager, Fumitoshi Satoh, Adina F Turcu. ACTH Stimulation Maximizes the Accuracy of Peripheral Steroid Profiling in Primary Aldosteronism Subtyping. The Journal of clinical endocrinology and metabolism. 2021 09; 106(10):e3969-e3978. doi: 10.1210/clinem/dgab420. [PMID: 34117870]
  • Yanyi Xu, Wanjun Wang, Ji Zhou, Minjie Chen, Xingke Huang, Yaning Zhu, Xiaoyun Xie, Weihua Li, Yuhao Zhang, Haidong Kan, Zhekang Ying. Metabolomics analysis of a mouse model for chronic exposure to ambient PM2.5. Environmental pollution (Barking, Essex : 1987). 2019 Apr; 247(?):953-963. doi: 10.1016/j.envpol.2019.01.118. [PMID: 30823350]
  • Jacques W M Lenders, Tracy Ann Williams, Martin Reincke, Celso E Gomez-Sanchez. DIAGNOSIS OF ENDOCRINE DISEASE: 18-Oxocortisol and 18-hydroxycortisol: is there clinical utility of these steroids?. European journal of endocrinology. 2018 Jan; 178(1):R1-R9. doi: 10.1530/eje-17-0563. [PMID: 28904009]
  • Fumitoshi Satoh, Ryo Morimoto, Yoshikiyo Ono, Yoshitsugu Iwakura, Kei Omata, Masataka Kudo, Kei Takase, Kazumasa Seiji, Hidehiko Sasamoto, Seijiro Honma, Mitsunobu Okuyama, Kouwa Yamashita, Celso E Gomez-Sanchez, William E Rainey, Yoichi Arai, Hironobu Sasano, Yasuhiro Nakamura, Sadayoshi Ito. Measurement of peripheral plasma 18-oxocortisol can discriminate unilateral adenoma from bilateral diseases in patients with primary aldosteronism. Hypertension (Dallas, Tex. : 1979). 2015 May; 65(5):1096-102. doi: 10.1161/hypertensionaha.114.04453. [PMID: 25776074]
  • Kenji Oki, Maria W Plonczynski, Milay Luis Lam, Elise P Gomez-Sanchez, Celso E Gomez-Sanchez. Potassium channel mutant KCNJ5 T158A expression in HAC-15 cells increases aldosterone synthesis. Endocrinology. 2012 Apr; 153(4):1774-82. doi: 10.1210/en.2011-1733. [PMID: 22315453]
  • Paolo Mulatero, Stefania Morra di Cella, Silvia Monticone, Domenica Schiavone, Maria Manzo, Giulio Mengozzi, Franco Rabbia, Massimo Terzolo, Elise P Gomez-Sanchez, Celso E Gomez-Sanchez, Franco Veglio. 18-hydroxycorticosterone, 18-hydroxycortisol, and 18-oxocortisol in the diagnosis of primary aldosteronism and its subtypes. The Journal of clinical endocrinology and metabolism. 2012 Mar; 97(3):881-9. doi: 10.1210/jc.2011-2384. [PMID: 22238407]
  • Yasuhiro Nakamura, Fumitoshi Satoh, Ryo Morimoto, Masataka Kudo, Kei Takase, Celso E Gomez-Sanchez, Seijiro Honma, Mitsunobu Okuyama, Kouwa Yamashita, William E Rainey, Hironobu Sasano, Sadayoshi Ito. 18-oxocortisol measurement in adrenal vein sampling as a biomarker for subclassifying primary aldosteronism. The Journal of clinical endocrinology and metabolism. 2011 Aug; 96(8):E1272-8. doi: 10.1210/jc.2010-2785. [PMID: 21593107]
  • Ihn Suk Lee, Seul Young Kim, Hye Won Jang, Min Kyeong Kim, Ju Hee Lee, Yun Hyeong Lee, Young Suk Jo. Genetic analyses of the chimeric CYP11B1/CYP11B2 gene in a Korean family with glucocorticoid-remediable aldosteronism. Journal of Korean medical science. 2010 Sep; 25(9):1379-83. doi: 10.3346/jkms.2010.25.9.1379. [PMID: 20808686]
  • V Matti Vehaskari. Heritable forms of hypertension. Pediatric nephrology (Berlin, Germany). 2009 Oct; 24(10):1929-37. doi: 10.1007/s00467-007-0537-8. [PMID: 17647025]
  • E M Freel, R Bernhardt, M Bernhardt, M Ingram, R Ingram, A M Wallace, R Fraser, E Davies, J M C Connell. Endogenous corticosteroid biosynthesis in subjects after bilateral adrenalectomy. Clinical endocrinology. 2007 May; 66(5):659-65. doi: 10.1111/j.1365-2265.2007.02791.x. [PMID: 17381495]
  • Hitoshi Chiba. [18-Hydroxycortisol, 18-oxocortisol, and 6beta-hydroxycortisol]. Nihon rinsho. Japanese journal of clinical medicine. 2005 Aug; 63 Suppl 8(?):311-5. doi: NULL. [PMID: 16149517]
  • E Marie Freel, Loai A Shakerdi, Elaine C Friel, A Michael Wallace, Eleanor Davies, Robert Fraser, John M C Connell. Studies on the origin of circulating 18-hydroxycortisol and 18-oxocortisol in normal human subjects. The Journal of clinical endocrinology and metabolism. 2004 Sep; 89(9):4628-33. doi: 10.1210/jc.2004-0379. [PMID: 15356073]
  • F Fallo, C Pilon, T A Williams, N Sonino, S Morra Di Cella, F Veglio, R De Iasio, P Montanari, P Mulatero. Coexistence of different phenotypes in a family with glucocorticoid-remediable aldosteronism. Journal of human hypertension. 2004 Jan; 18(1):47-51. doi: 10.1038/sj.jhh.1001636. [PMID: 14688810]
  • Stefania Morra di Cella, Franco Veglio, Paolo Mulatero, Valerie Christensen, Keli Aycock, Zheng Zhu, Elise P Gomez-Sanchez, Celso E Gomez-Sanchez. A time-resolved fluoroimmunoassay for 18-oxocortisol and 18-hydroxycortisol. Development of a monoclonal antibody to 18-oxocortisol. The Journal of steroid biochemistry and molecular biology. 2002 Sep; 82(1):83-8. doi: 10.1016/s0960-0760(02)00142-5. [PMID: 12429142]
  • Paolo Mulatero, Stefania Morra di Cella, Tracy A Williams, Alberto Milan, Giulio Mengozzi, Livio Chiandussi, Celso E Gomez-Sanchez, Franco Veglio. Glucocorticoid remediable aldosteronism: low morbidity and mortality in a four-generation italian pedigree. The Journal of clinical endocrinology and metabolism. 2002 Jul; 87(7):3187-91. doi: 10.1210/jcem.87.7.8647. [PMID: 12107222]
  • M Stowasser, A W Bachmann, P R Huggard, T R Rossetti, R D Gordon. Severity of hypertension in familial hyperaldosteronism type I: relationship to gender and degree of biochemical disturbance. The Journal of clinical endocrinology and metabolism. 2000 Jun; 85(6):2160-6. doi: 10.1210/jcem.85.6.6651. [PMID: 10852446]
  • H Chiba. [18-hydroxycortisol, 18-oxocortisol, and 6 beta-hydroxycortisol]. Nihon rinsho. Japanese journal of clinical medicine. 1999 Dec; 57 Suppl(?):134-8. doi: NULL. [PMID: 10778083]
  • M Stowasser, P R Huggard, T R Rossetti, A W Bachmann, R D Gordon. Biochemical evidence of aldosterone overproduction and abnormal regulation in normotensive individuals with familial hyperaldosteronism type I. The Journal of clinical endocrinology and metabolism. 1999 Nov; 84(11):4031-6. doi: 10.1210/jcem.84.11.6159. [PMID: 10566645]
  • M Stowasser, M G Gartside, W L Taylor, T J Tunny, R D Gordon. In familial hyperaldosteronism type I, hybrid gene-induced aldosterone production dominates that induced by wild-type genes. The Journal of clinical endocrinology and metabolism. 1997 Nov; 82(11):3670-6. doi: 10.1210/jcem.82.11.4365. [PMID: 9360524]
  • H Ueshiba, M Shimojo, Y Miyachi. 18-Hydroxycortisol and 18-oxocortisol in Cushing's syndrome. Scandinavian journal of clinical and laboratory investigation. 1997 Aug; 57(5):395-400. doi: 10.3109/00365519709084586. [PMID: 9279964]
  • C J Hsieh, P W Wang, J C Liu, S C Tung, W Y Chien, Y C Lu, M C Kuo. Glucocorticoid remediable aldosteronism: a case report. Changgeng yi xue za zhi. 1997 Mar; 20(1):52-7. doi: NULL. [PMID: 9178594]
  • M Stowasser, A W Bachmann, T J Tunny, R D Gordon. Production of 18-oxo-cortisol in subtypes of primary aldosteronism. Clinical and experimental pharmacology & physiology. 1996 Jun; 23(6-7):591-3. doi: 10.1111/j.1440-1681.1996.tb02789.x. [PMID: 8800594]
  • M Stowasser, A W Bachmann, J R Jonsson, T J Tunny, S A Klemm, R D Gordon. Clinical, biochemical and genetic approaches to the detection of familial hyperaldosteronism type I. Journal of hypertension. 1995 Dec; 13(12 Pt 2):1610-3. doi: NULL. [PMID: 8903619]
  • M Stowasser, A W Bachmann, J R Jonsson, T J Tunny, S A Klemm, R D Gordon. Hybrid gene or hybrid steroids in the detection and screening for familial hyperaldosteronism type I. Clinical and experimental pharmacology & physiology. 1995 Jun; 22(6-7):444-6. doi: 10.1111/j.1440-1681.1995.tb02038.x. [PMID: 8582097]
  • N Yamakita, C E Gomez-Sanchez, T Mune, H Morita, H Yoshida, S Miyazaki, K Yasuda. Simultaneous measurement of plasma 18-oxocortisol and 18-hydroxycortisol levels in normal man. European journal of endocrinology. 1994 Jul; 131(1):74-9. doi: 10.1530/eje.0.1310074. [PMID: 8038908]
  • N Yamakita, T Mune, H Morita, K Yasuda, K Miura, C E Gomez-Sanchez. Plasma 18-oxocortisol levels in the patients with adrenocortical disorders. Clinical endocrinology. 1994 May; 40(5):583-7. doi: 10.1111/j.1365-2265.1994.tb03008.x. [PMID: 8013138]
  • N Yamakita, C E Gomez-Sanchez, T Mune, H Yoshida, S Miyazaki, K Yasuda, T Nakai. Regulation of 18-oxocortisol and 18-hydroxycortisol by the renin-angiotensin system and ACTH in man. The Journal of steroid biochemistry and molecular biology. 1993 Sep; 46(3):395-9. doi: 10.1016/0960-0760(93)90230-t. [PMID: 9831489]
  • C K Chan, S Ulick. Anomalous oxidative cleavage of the side chain of 18-oxocortisol and its tetrahydro metabolite. Journal of steroid biochemistry. 1989 Oct; 33(4A):605-11. doi: 10.1016/0022-4731(89)90048-4. [PMID: 2554063]
  • C E Gomez-Sanchez, P G Zager, M F Foecking, O B Holland, A Ganguly. 18-oxocortisol: effect of dexamethasone, ACTH and sodium restriction. Journal of steroid biochemistry. 1989 Mar; 32(3):409-12. doi: 10.1016/0022-4731(89)90214-8. [PMID: 2539538]
  • C E Gomez-Sanchez, J R Gill, A Ganguly, R D Gordon. Glucocorticoid-suppressible aldosteronism: a disorder of the adrenal transitional zone. The Journal of clinical endocrinology and metabolism. 1988 Sep; 67(3):444-8. doi: 10.1210/jcem-67-3-444. [PMID: 2842358]
  • C E Gomez-Sanchez, J N Clore, H L Estep, C O Watlington. Effect of chronic adrenocorticotropin stimulation on the excretion of 18-hydroxycortisol and 18-oxocortisol. The Journal of clinical endocrinology and metabolism. 1988 Aug; 67(2):322-6. doi: 10.1210/jcem-67-2-322. [PMID: 2839536]
  • R D Gordon, C E Gomez-Sanchez, S M Hamlet, T J Tunny, S A Klemm. Angiotensin-responsive aldosterone-producing adenoma masquerades as idiopathic hyperaldosteronism (IHA: adrenal hyperplasia) or low-renin essential hypertension. Journal of hypertension. Supplement : official journal of the International Society of Hypertension. 1987 Dec; 5(5):S103-6. doi: NULL. [PMID: 2832571]
  • C D Spence, J P Coghlan, D A Denton, C Gomez-Sanchez, E H Mills, J A Whitworth, B A Scoggins. Blood pressure and metabolic effects of 18-oxo-cortisol in sheep. Journal of steroid biochemistry. 1987 Oct; 28(4):441-3. doi: 10.1016/0022-4731(87)91064-8. [PMID: 3669665]
  • S Ulick, M D Chu. Isolation and identification of an endogenous metabolite of 18-oxocortisol from human urine. Journal of steroid biochemistry. 1987 Jul; 28(1):89-94. doi: 10.1016/0022-4731(87)90129-4. [PMID: 3613577]
  • R D Gordon, S M Hamlet, T J Tunny, S A Klemm. Aldosterone-producing adenomas responsive to angiotensin pose problems in diagnosis. Clinical and experimental pharmacology & physiology. 1987 Mar; 14(3):175-9. doi: 10.1111/j.1440-1681.1987.tb00371.x. [PMID: 2822305]
  • C E Gomez-Sanchez, E P Gomez-Sanchez, O B Holland. Role of 18-hydroxylated cortisols in hypertension. Journal of steroid biochemistry. 1987; 27(4-6):971-5. doi: 10.1016/0022-4731(87)90176-2. [PMID: 3320570]
  • C E Hall, C E Gomez-Sanchez. Hypertensive potency of 18-oxocortisol in the rat. Hypertension (Dallas, Tex. : 1979). 1986 Apr; 8(4):317-22. doi: 10.1161/01.hyp.8.4.317. [PMID: 3957417]
  • C E Gomez-Sanchez, E P Gomez-Sanchez, J S Smith, M W Ferris, M F Foecking. Receptor binding and biological activity of 18-oxocortisol. Endocrinology. 1985 Jan; 116(1):6-10. doi: 10.1210/endo-116-1-6. [PMID: 2856875]
  • C E Gomez-Sanchez, M Montgomery, A Ganguly, O B Holland, E P Gomez-Sanchez, C E Grim, M H Weinberger. Elevated urinary excretion of 18-oxocortisol in glucocorticoid-suppressible aldosteronism. The Journal of clinical endocrinology and metabolism. 1984 Nov; 59(5):1022-4. doi: 10.1210/jcem-59-5-1022. [PMID: 6480807]
  • S Ulick, M Land, M D Chu. 18-oxocortisol, a naturally occurring mineralocorticoid agonist. Endocrinology. 1983 Dec; 113(6):2320-2. doi: 10.1210/endo-113-6-2320. [PMID: 6641637]