11beta-OHA4 (BioDeep_00000004018)
Secondary id: BioDeep_00000019030, BioDeep_00000873190, BioDeep_00001868492
PANOMIX_OTCML-2023
代谢物信息卡片
11β-hydroxyandrost-4-ene-3,17-dione
化学式: C19H26O3 (302.1882)
中文名称: 4-雄烯-11β-醇-3,17-二酮
谱图信息:
最多检出来源 Homo sapiens(blood) 20.42%
分子结构信息
SMILES: CC12CC(O)C3C(CCC4=CC(=O)CCC43C)C1CCC2=O
InChI: InChI=1S/C19H26O3/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/h9,13-15,17,21H,3-8,10H2,1-2H3/t13-,14-,15-,17+,18-,19-/m0/s1
描述信息
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
CONFIDENCE standard compound; INTERNAL_ID 2829
11-Beta-hydroxyandrostenedione (4-Androsten-11β-ol-3,17-dione) is a steroid mainly found in the the adrenal origin (11β-hydroxylase is present in adrenal tissue, but absent in ovarian tissue). 11-Beta-hydroxyandrostenedione is a 11β-hydroxysteroid dehydrogenase (11βHSD) isozymes inhibitor. As 4-androstenedione increases, measuring plasma 11-Beta-hydroxyandrostenedione can distinguish the adrenal or ovarian origin of hyperandrogenism[1][2].
同义名列表
11 个代谢物同义名
11β-hydroxyandrost-4-ene-3,17-dione; 11β-Hydroxy-4-androstene-3,17-dione; 11beta-hydroxyandrost-4-ene-3,17-dione; 4-Androsten-11beta-ol-3,17-dione; 11-Beta-hydroxyandrostenedione; 11beta-Hydroxyandrostenedione; MLS002638098; 11beta-OHA4; ST 19:3;O3; 4-Androsten-11β-ol-3,17-dione; 11beta-Hydroxyandrost-4-ene-3,17-dione
数据库引用编号
20 个数据库交叉引用编号
- ChEBI: CHEBI:27967
- KEGG: C05284
- PubChem: 94141
- Metlin: METLIN41861
- ChEMBL: CHEMBL2311170
- LipidMAPS: LMST02020066
- CAS: 382-44-5
- MoNA: AU282905
- MoNA: AU282903
- MoNA: AU282902
- MoNA: AU282906
- MoNA: AU282904
- MoNA: AU282901
- PMhub: MS000014677
- ChEBI: CHEBI:190716
- PubChem: 7671
- 3DMET: B01832
- NIKKAJI: J104.102I
- medchemexpress: HY-114464
- KNApSAcK: 27967
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
6 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(6)
- Androstenedione Metabolism:
Androstanedione + Hydrogen Ion + NADH ⟶ Androsterone + NAD - Androstenedione Metabolism:
Androstanedione + Hydrogen Ion + NADH ⟶ Androsterone + NAD - Androstenedione Metabolism:
Androstanedione + Hydrogen Ion + NADH ⟶ Androsterone + NAD - Androstenedione Metabolism:
Androstanedione + Hydrogen Ion + NADH ⟶ Androsterone + NAD - Androstenedione Metabolism:
Androstanedione + Hydrogen Ion + NADH ⟶ Androsterone + NAD - Androstenedione Metabolism:
Androstanedione + Hydrogen Ion + NADH ⟶ Androsterone + NAD
PharmGKB(0)
1 个相关的物种来源信息
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
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
- Patrick Caron, Véronique Turcotte, Chantal Guillemette. A quantitative analysis of total and free 11-oxygenated androgens and its application to human serum and plasma specimens using liquid-chromatography tandem mass spectrometry.
Journal of chromatography. A.
2021 Aug; 1650(?):462228. doi:
10.1016/j.chroma.2021.462228. [PMID: 34090133] - James M Hawley, Joanne E Adaway, Laura J Owen, Brian G Keevil. Development of a total serum testosterone, androstenedione, 17-hydroxyprogesterone, 11β-hydroxyandrostenedione and 11-ketotestosterone LC-MS/MS assay and its application to evaluate pre-analytical sample stability.
Clinical chemistry and laboratory medicine.
2020 04; 58(5):741-752. doi:
10.1515/cclm-2019-0959. [PMID: 31926069] - Therina du Toit, Amanda C Swart. Inefficient UGT-conjugation of adrenal 11β-hydroxyandrostenedione metabolites highlights C11-oxy C19 steroids as the predominant androgens in prostate cancer.
Molecular and cellular endocrinology.
2018 02; 461(?):265-276. doi:
10.1016/j.mce.2017.09.026. [PMID: 28939401] - Michael W O'Reilly, Punith Kempegowda, Carl Jenkinson, Angela E Taylor, Jonathan L Quanson, Karl-Heinz Storbeck, Wiebke Arlt. 11-Oxygenated C19 Steroids Are the Predominant Androgens in Polycystic Ovary Syndrome.
The Journal of clinical endocrinology and metabolism.
2017 03; 102(3):840-848. doi:
10.1210/jc.2016-3285. [PMID: 27901631] - Therina du Toit, Liezl M Bloem, Jonathan L Quanson, Riaan Ehlers, Antonio M Serafin, Amanda C Swart. Profiling adrenal 11β-hydroxyandrostenedione metabolites in prostate cancer cells, tissue and plasma: UPC2-MS/MS quantification of 11β-hydroxytestosterone, 11keto-testosterone and 11keto-dihydrotestosterone.
The Journal of steroid biochemistry and molecular biology.
2017 02; 166(?):54-67. doi:
10.1016/j.jsbmb.2016.06.009. [PMID: 27345701] - Masayuki Hayashi, Yuko Kataoka, Yoshihisa Sugimura, Fumiko Kato, Maki Fukami, Tsutomu Ogata, Keiko Homma, Tomonobu Hasegawa, Yutaka Oiso, Hironobu Sasano, Hiroshi Tanaka. A 68-year-old phenotypically male patient with 21-hydroxylase deficiency and concomitant adrenocortical neoplasm producing testosterone and cortisol.
The Tohoku journal of experimental medicine.
2013 10; 231(2):75-84. doi:
10.1620/tjem.231.75. [PMID: 24077358] - Martín Blasco, Pedro Carriquiriborde, Damián Marino, Alicia E Ronco, Gustavo M Somoza. A quantitative HPLC-MS method for the simultaneous determination of testosterone, 11-ketotestosterone and 11-beta hydroxyandrostenedione in fish serum.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2009 May; 877(14-15):1509-15. doi:
10.1016/j.jchromb.2009.03.028. [PMID: 19369122] - Fidaa Ibrahim, Frank Giton, Philippe Boudou, Jean Marie Villette, René Julien, Hervé Galons, Jean Fiet. Plasma 11beta-hydroxy-4-androstene-3,17-dione: comparison of a time-resolved fluoroimmunoassay using a biotinylated tracer with a radioimmunoassay using a tritiated tracer.
The Journal of steroid biochemistry and molecular biology.
2003 Apr; 84(5):563-8. doi:
10.1016/s0960-0760(03)00077-3. [PMID: 12767281] - J F Dorgan, P Boudou, F Z Stanczyk, C Longcope, A A Tejpar, R T Falk, N Schussler, H E Stephenson. Sources of elevated serum androgens in postmenopausal women who develop breast cancer.
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Fertility and sterility.
1992 Oct; 58(4):713-8. doi:
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Fertility and sterility.
1992 Jul; 58(1):148-52. doi:
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The Journal of steroid biochemistry and molecular biology.
1992 Mar; 41(3-8):875-80. doi:
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Experimental and clinical endocrinology.
1992; 100(3):117-9. doi:
10.1055/s-0029-1211189. [PMID: 1305061] - F Z Stanczyk, L Chang, E Carmina, Z Putz, R A Lobo. Is 11 beta-hydroxyandrostenedione a better marker of adrenal androgen excess than dehydroepiandrosterone sulfate?.
American journal of obstetrics and gynecology.
1991 Dec; 165(6 Pt 1):1837-42. doi:
10.1016/0002-9378(91)90042-p. [PMID: 1836306] - P Holownia, E J Owen, R Hampl, H S Jacobs, J W Honour. The determination of 11 beta-hydroxyandrostenedione in human follicular fluid and plasma.
The Journal of steroid biochemistry and molecular biology.
1991 Mar; 38(3):389-98. doi:
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Psychoneuroendocrinology.
1991; 16(6):481-97. doi:
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The Journal of steroid biochemistry and molecular biology.
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Steroids.
1990 Aug; 55(8):360-5. doi:
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General and comparative endocrinology.
1990 Jul; 79(1):23-30. doi:
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Ceskoslovenska pediatrie.
1990 Jun; 45(6):353-6. doi:
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1990 Mar; 70(3):777-82. doi:
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1988 May; 66(5):946-50. doi:
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