21-Deoxycortisol (BioDeep_00001868747)

Main id: BioDeep_00000637521

 

Volatile Flavor Compounds


代谢物信息卡片


11beta,17alpha-dihydroxy-4-pregnene-3,20-dione

化学式: C21H30O4 (346.214398)
中文名称: 21-脱氧皮质醇
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=O)C1(CCC2C1(CC(C3C2CCC4=CC(=O)CCC34C)O)C)O
InChI: InChI=1S/C21H30O4/c1-12(22)21(25)9-7-16-15-5-4-13-10-14(23)6-8-19(13,2)18(15)17(24)11-20(16,21)3/h10,15-18,24-25H,4-9,11H2,1-3H3/t15-,16-,17-,18+,19-,20-,21-/m0/s1

描述信息

A deoxycortisol that is 17xi-pregn-4-ene-3,20-dione substituted by a beta-hydroxy group at position 11 and an alpha-hydroxy group at position 17. It is a marker of virilizing adrenal hyperplasia caused by 21-hydroxylase deficiency.
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

同义名列表

3 个代谢物同义名

11beta,17alpha-dihydroxy-4-pregnene-3,20-dione; 21-Deoxycortisol; 21-Deoxycortisol



数据库引用编号

13 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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代谢反应

0 个相关的代谢反应过程信息。

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BioCyc(0)

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Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

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0 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

  • Flávia A Costa-Barbosa, Valdemir M Carvalho, Kelly C Oliveira, José Gilberto H Vieira, Claudio E Kater. Reassessment of predictive values of ACTH-stimulated serum 21-deoxycortisol and 17-hydroxyprogesterone to identify CYP21A2 heterozygote carriers and nonclassic subjects. Clinical endocrinology. 2021 10; 95(4):677-685. doi: 10.1111/cen.14550. [PMID: 34231242]
  • Silvia M Albillos, Olimpio Montero, Sara Calvo, Berta Solano-Vila, José M Trejo, Esther Cubo. Plasma acyl-carnitines, bilirubin, tyramine and tetrahydro-21-deoxycortisol in Parkinson's disease and essential tremor. A case control biomarker study. Parkinsonism & related disorders. 2021 10; 91(?):167-172. doi: 10.1016/j.parkreldis.2021.09.014. [PMID: 34649109]
  • Simon Travers, Claire Bouvattier, Jérôme Fagart, Laetitia Martinerie, Say Viengchareun, Eric Pussard, Marc Lombès. Interaction between accumulated 21-deoxysteroids and mineralocorticoid signaling in 21-hydroxylase deficiency. American journal of physiology. Endocrinology and metabolism. 2020 02; 318(2):E102-E110. doi: 10.1152/ajpendo.00368.2019. [PMID: 31821037]
  • A E Kulle, F G Riepe, J Hedderich, W G Sippell, J Schmitz, L Niermeyer, P M Holterhus. LC-MS/MS based determination of basal- and ACTH-stimulated plasma concentrations of 11 steroid hormones: implications for detecting heterozygote CYP21A2 mutation carriers. European journal of endocrinology. 2015 Oct; 173(4):517-24. doi: 10.1530/eje-14-1084. [PMID: 26315375]
  • Clemens Kamrath, Michaela F Hartmann, Claudia Boettcher, Stefan A Wudy. Reduced activity of 11β-hydroxylase accounts for elevated 17α-hydroxyprogesterone in preterms. The Journal of pediatrics. 2014 Aug; 165(2):280-4. doi: 10.1016/j.jpeds.2014.04.011. [PMID: 24862381]
  • Flávia A Costa-Barbosa, Vânia F Tonetto-Fernandes, Valdemir M Carvalho, Odete H Nakamura, Vivian Moura, Tânia A S S Bachega, José G H Vieira, Claudio E Kater. Superior discriminating value of ACTH-stimulated serum 21-deoxycortisol in identifying heterozygote carriers for 21-hydroxylase deficiency. Clinical endocrinology. 2010 Dec; 73(6):700-6. doi: 10.1111/j.1365-2265.2010.03871.x. [PMID: 20846292]
  • Vânia Tonetto-Fernandes, Sofia H V Lemos-Marini, Maricilda P De Mello, Luciane M Ribeiro-Neto, Claudio E Kater. 21-hydroxylase deficiency transiently mimicking combined 21- and 11beta-hydroxylase deficiency. Journal of pediatric endocrinology & metabolism : JPEM. 2008 May; 21(5):487-94. doi: 10.1515/jpem.2008.21.5.487. [PMID: 18655532]
  • N S Sieber-Ruckstuhl, F S Boretti, M Wenger, C Maser-Gluth, C E Reusch. Cortisol, aldosterone, cortisol precursor, androgen and endogenous ACTH concentrations in dogs with pituitary-dependant hyperadrenocorticism treated with trilostane. Domestic animal endocrinology. 2006 Jul; 31(1):63-75. doi: 10.1016/j.domaniend.2005.09.004. [PMID: 16233969]
  • Vania Tonetto-Fernandes, Sofia H V Lemos-Marini, Hilton Kuperman, Luciane M Ribeiro-Neto, Ieda T N Verreschi, Claudio E Kater. Serum 21-Deoxycortisol, 17-Hydroxyprogesterone, and 11-deoxycortisol in classic congenital adrenal hyperplasia: clinical and hormonal correlations and identification of patients with 11beta-hydroxylase deficiency among a large group with alleged 21-hydroxylase deficiency. The Journal of clinical endocrinology and metabolism. 2006 Jun; 91(6):2179-84. doi: 10.1210/jc.2005-1890. [PMID: 16551734]
  • K Müssig, S Kaltenbach, C Maser-Gluth, M F Hartmann, S A Wudy, M Horger, B Gallwitz, F Raue, H-U Häring, E Schulze. Late diagnosis of congenital adrenal hyperplasia due to 21-hydroxylase deficiency. Experimental and clinical endocrinology & diabetes : official journal, German Society of Endocrinology [and] German Diabetes Association. 2006 Apr; 114(4):208-14. doi: 10.1055/s-2006-924072. [PMID: 16705555]
  • P C Kao, D A Machacek, M J Magera, J M Lacey, P Rinaldo. Diagnosis of adrenal cortical dysfunction by liquid chromatography-tandem mass spectrometry. Annals of clinical and laboratory science. 2001 Apr; 31(2):199-204. doi: . [PMID: 11337910]
  • J Fiet, A Boudi, F Giton, J M Villette, P Boudou, H Soliman, G Morineau, H Galons. Plasma 21-deoxycortisol: comparison of a time-resolved fluoroimmunoassay using a biotinylated tracer with a radioimmunossay using (125)iodine. The Journal of steroid biochemistry and molecular biology. 2000 Jan; 72(1-2):55-60. doi: 10.1016/s0960-0760(99)00151-x. [PMID: 10731638]
  • J L Sadoul, B Kézachian, S Altare, Y Hadjali, B Canivet. Apparent activities of 21-hydroxylase, 17alpha-hydroxylase and 17,20-lyase are impaired in adrenal incidentalomas. European journal of endocrinology. 1999 Sep; 141(3):238-45. doi: 10.1530/eje.0.1410238. [PMID: 10474121]
  • H Blanché, P Vexiau, S Clauin, I Le Gall, J Fiet, E Mornet, J Dausset, C Bellanné-Chantelot. Exhaustive screening of the 21-hydroxylase gene in a population of hyperandrogenic women. Human genetics. 1997 Nov; 101(1):56-60. doi: 10.1007/s004390050586. [PMID: 9385370]
  • M Hill, O Lapcík, R Hampl, L Stárka, Z Putz. Radioimmunoassay of three deoxycorticoids in human plasma following HPLC separation. Steroids. 1995 Sep; 60(9):615-20. doi: 10.1016/0039-128x(95)00060-4. [PMID: 8545850]
  • D J Holmes-Walker, G S Conway, J W Honour, G Rumsby, H S Jacobs. Menstrual disturbance and hypersecretion of progesterone in women with congenital adrenal hyperplasia due to 21-hydroxylase deficiency. Clinical endocrinology. 1995 Sep; 43(3):291-6. doi: 10.1111/j.1365-2265.1995.tb02034.x. [PMID: 7586597]
  • J Fiet, J P Gosling, H Soliman, H Galons, P Boudou, P Aubin, A Belanger, J M Villette, R Julien, J L Brérault. Hirsutism and acne in women: coordinated radioimmunoassays for eight relevant plasma steroids. Clinical chemistry. 1994 Dec; 40(12):2296-305. doi: . [PMID: 7988017]
  • J Fiet, J M Villette, H Galons, P Boudou, J M Burthier, N Hardy, H Soliman, R Julien, P Vexiau, M Gourmelen. The application of a new highly-sensitive radioimmunoassay for plasma 21-deoxycortisol to the detection of steroid-21-hydroxylase deficiency. Annals of clinical biochemistry. 1994 Jan; 31 ( Pt 1)(?):56-64. doi: 10.1177/000456329403100110. [PMID: 8154853]
  • A Milewicz, A Afelska, R Wasikowa, T Romer. Evaluation of 21-deoxycortisol as a marker for the detection of heterozygous carriers of 21-hydroxylase deficiency. Endokrynologia Polska. 1993; 44(2):187-93. doi: . [PMID: 8055790]
  • A A Ismail, W A Burr, N F Taylor, P L Walker. Elevated plasma adrenocorticotropin (ACTH) with adrenal hyperplasia: a new factor in ACTH regulation?. The Journal of clinical endocrinology and metabolism. 1991 Oct; 73(4):752-7. doi: 10.1210/jcem-73-4-752. [PMID: 1653782]
  • J Fiet, B Gueux, M C Raux-Demay, F Kuttenn, P Vexiau, M Gourmelen, P Couillin, E Mornet, J M Villette, J L Brerault. [21-deoxycortisol. A new marker of virilizing adrenal hyperplasia caused by 21-hydroxylase deficiency]. Presse medicale (Paris, France : 1983). 1989 Dec; 18(40):1965-9. doi: . [PMID: 2531882]
  • K Nahoul, J Adeline, J P Bercovici. Radioimmunoassay of plasma 21-deoxycortisol. Journal of steroid biochemistry. 1989 Dec; 33(6):1167-72. doi: 10.1016/0022-4731(89)90426-3. [PMID: 2615362]
  • W M Hague, J W Honour, J Adams, P Vecsei, H S Jacobs. Steroid responses to ACTH in women with polycystic ovaries. Clinical endocrinology. 1989 Apr; 30(4):355-65. doi: 10.1111/j.1365-2265.1989.tb00433.x. [PMID: 2532082]
  • J Fiet, B Gueux, M C Raux-DeMay, F Kuttenn, P Vexiau, J L Brerault, P Couillin, H Galons, J M Villette, R Julien. Increased plasma 21-deoxycorticosterone (21-DB) levels in late-onset adrenal 21-hydroxylase deficiency suggest a mild defect of the mineralocorticoid pathway. The Journal of clinical endocrinology and metabolism. 1989 Mar; 68(3):542-7. doi: 10.1210/jcem-68-3-542. [PMID: 2537337]
  • J Fiet, B Gueux, M Gourmelen, F Kuttenn, P Vexiau, P Couillin, M T Pham-Huu-Trung, J M Villette, M C Raux-Demay, H Galons. Comparison of basal and adrenocorticotropin-stimulated plasma 21-deoxycortisol and 17-hydroxyprogesterone values as biological markers of late-onset adrenal hyperplasia. The Journal of clinical endocrinology and metabolism. 1988 Apr; 66(4):659-67. doi: 10.1210/jcem-66-4-659. [PMID: 2831244]
  • J W Tiller, K P Maguire, I Schweitzer, N Biddle, D G Campbell, K Outch, B M Davies. The dexamethasone suppression test: a study in a normal population. Psychoneuroendocrinology. 1988; 13(5):377-84. doi: 10.1016/0306-4530(88)90044-3. [PMID: 2849774]
  • M Gourmelen, B Gueux, M T Pham Huu Trung, J Fiet, M C Raux-Demay, F Girard. Detection of heterozygous carriers for 21-hydroxylase deficiency by plasma 21-deoxycortisol measurement. Acta endocrinologica. 1987 Dec; 116(4):507-12. doi: 10.1530/acta.0.1160507. [PMID: 2827419]
  • A Milewicz, M Medras. 21-Deoxycortisol (21-DF) and 17-hydroxyprogesterone (17-OHP) responses to adrenalcorticotropic hormone in males with idiopathic oligozoospermia. Andrologia. 1987 May; 19(3):393-7. doi: 10.1111/j.1439-0272.1987.tb02319.x. [PMID: 2820268]
  • B Gueux, J Fiet, H Galons, R Boneté, J M Villette, P Vexiau, M T Pham-Huu-Trung, M C Raux-Eurin, M Gourmelen, J L Brérault. The measurement of 11 beta-hydroxy-4-pregnene-3,20-dione (21-deoxycorticosterone) by radioimmunoassay in human plasma. Journal of steroid biochemistry. 1987 Jan; 26(1):145-50. doi: 10.1016/0022-4731(87)90043-4. [PMID: 3546944]
  • S Saisho, K Shimozawa, J Yata. [A reverse phase high performance liquid chromatography-UV spectrometry method for the analysis of several intrinsic adrenal delta 4-steroid concentrations]. Nihon Naibunpi Gakkai zasshi. 1986 Dec; 62(12):1326-35. doi: 10.1507/endocrine1927.62.12_1326. [PMID: 3817227]
  • R E Peterson, J Imperato-McGinley, T Gautier, C Shackleton. Male pseudohermaphroditism due to multiple defects in steroid-biosynthetic microsomal mixed-function oxidases. A new variant of congenital adrenal hyperplasia. The New England journal of medicine. 1985 Nov; 313(19):1182-91. doi: 10.1056/nejm198511073131903. [PMID: 2932643]
  • B Gueux, J Fiet, M T Pham-Huu-Trung, J M Villette, M Gourmelen, H Galons, J L Brerault, P Vexiau, R Julien. Radioimmunoassay for 21-deoxycortisol: clinical applications. Acta endocrinologica. 1985 Apr; 108(4):537-44. doi: 10.1530/acta.0.1080537. [PMID: 2986404]
  • Y Hikita. [Reevaluation of recalled infants by neonatal mass screening for congenital adrenal hyperplasia due to 21-hydroxylase deficiency. Diagnostic value of pregnanetriolone in a single urine specimen using glass capillary gas chromatography]. Nihon Naibunpi Gakkai zasshi. 1985 Mar; 61(3):197-219. doi: 10.1507/endocrine1927.61.3_197. [PMID: 3874793]
  • H Arakawa, M Maeda, A Tsuji. Fluorescence enzyme immunoassay of 21-deoxycortisol in plasma and dried blood sample on filter paper. Journal of immunoassay. 1985; 6(4):347-61. doi: 10.1080/01971528508063038. [PMID: 3914488]
  • A Milewicz, J Szymczak, G Tupikowska, M Grabinski, S Gruszka. The effect of treatment with defined spleen dialysate on plasma levels of 21-deoxycortisol and 17-hydroxyprogesterone in women with polycystic ovary disease. Arzneimittel-Forschung. 1985; 35(9):1465-8. doi: . [PMID: 3002401]
  • A Milewicz, P Vecsei, S Gruszka, G Bednarek-Tupikowska, J Szymczak, M Grabiński. Urinary 21-deoxycortisol and 17-hydroxyprogesterone in congenital adrenal hyperplasia. Materia medica Polona. Polish journal of medicine and pharmacy. 1984 Apr; 16(2-4):91-4. doi: NULL. [PMID: 6335995]
  • A Milewicz, P Vecsei, S Gruszka, J Szymczak, G Bednarek-Tupikowska, M Grabiński. Diagnosis of congenital adrenal hyperplasia based on plasma 21-deoxycortisol level determined with a specific radioimmunoassay. Materia medica Polona. Polish journal of medicine and pharmacy. 1984 Apr; 16(2-4):95-8. doi: NULL. [PMID: 6335996]
  • T Murata, M Murata, A Kanbegawa. [Simultaneous determination of plasma 17 alpha-hydroxyprogesterone, 21-deoxycortisol and cortisol by 125I cortisol kit on congenital adrenal hyperplasia (author's transl)]. Horumon to rinsho. Clinical endocrinology. 1981 Mar; 29(3):347-50. doi: NULL. [PMID: 7273443]
  • F Cassorla, A Tenore, J S Parks, J Marino, A M Bongiovanni. Serum 21-deoxycortisol and 17-hydroxypregnenolone in parents of patients with congenital adrenal hyperplasia. Journal of endocrinological investigation. 1980 Apr; 3(2):137-42. doi: 10.1007/bf03348240. [PMID: 6248589]
  • S Y Tan, R Donabedian, M Genel, P J Mulrow. False elevation of plasma cortisol in congenital adrenal hyperplasia. The Journal of laboratory and clinical medicine. 1977 Apr; 89(4):735-40. doi: NULL. [PMID: 845476]
  • R C Franks. Plasma 17-hydroxyprogesterone, 21-deoxycortisol and cortisol in congenital adrenal hyperplasia. The Journal of clinical endocrinology and metabolism. 1974 Dec; 39(6):1099-102. doi: 10.1210/jcem-39-6-1099. [PMID: 4372245]