ST 21:3;O3 (BioDeep_00000010058)
Secondary id: BioDeep_00000002309, BioDeep_00000005411, BioDeep_00000014512, BioDeep_00001868557, BioDeep_00001868718
PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C21H30O3 (330.2195)
中文名称: 16α-羟基孕酮, 11B-羟孕酮, 醋酸睾酮, 11α-羟孕酮
谱图信息:
最多检出来源 Viridiplantae(plant) 18.72%
分子结构信息
SMILES: C1CC(=O)C=C2C=C[C@@]3([H])[C@]4([H])CC[C@H]([C@H](CO)O)[C@@]4(C)CC[C@]3([H])[C@@]12C
InChI: InChI=1S/C21H30O3/c1-13(22)24-19-7-6-17-16-5-4-14-12-15(23)8-10-20(14,2)18(16)9-11-21(17,19)3/h12,16-19H,4-11H2,1-3H3/t16-,17-,18-,19-,20-,21-/m0/s1
描述信息
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D011372 - Progestins
11beta-Hydroxyprogesterone is a potent inhibitors of 11β-Hydroxysteroid dehydrogenase; also activates human mineralocorticoid receptor in COS-7 cells with an ED50 of 10 nM.
同义名列表
30 个代谢物同义名
(12alpha)-12-hydroxypregn-4-ene-3,20-dione; 12alpha-Hydroxy-4-pregnene-3,20-dione; 12alpha-hydroxypregn-4-ene-3,20-dione; 12alpha-hydroxyprogesterone; ST 21:3;O3; 20beta,21-dihydroxypregna-4,6-dien-3-one; Pregn-4-ene-3,20-dione,11-hydroxy-, (11α)-; (11alpha)-11-hydroxypregn-4-ene-3,20-dione; 11alpha-hydroxypregn-4-ene-3,20-dione; 4-pregnen-11alpha-ol-3,20-dione; 11alpha-hydroxyprogesterone; 16alpha-hydroxypregn-4-ene-3,20-dione; 16alpha-hydroxyprogesterone1; 16-alpha-Hydroxyprogesterone; 16alpha-hydroxyprogesterone; 16α-hydroxyprogesterone; 20-Hydroxy-3-oxopregn-4-en-21-al; (11beta)-11-hydroxypregn-4-ene-3,20-dione; 11beta-hydroxypregn-4-ene-3,20-dione; 11beta-Hydroxyprogesterone; 21-deoxycorticosterone; 17beta-hydroxyandrost-4-en-3-one, 17-acetate; Testosterone Acetate; 12alpha-Hydroxyprogesterone; 12alpha-Hydroxy-4-pregnene-3,20-dione; 11β-Hydroxyprogesterone; 11alpha-Hydroxyprogesterone; 11beta-Hydroxyprogesterone; 16alpha-Hydroxyprogesterone; 12alpha-Hydroxyprogesterone; Testosterone acetate
数据库引用编号
59 个数据库交叉引用编号
- ChEBI: CHEBI:34153
- ChEBI: CHEBI:16076
- ChEBI: CHEBI:15826
- ChEBI: CHEBI:15690
- ChEBI: CHEBI:28247
- ChEBI: CHEBI:16524
- KEGG: C14654
- KEGG: C04108
- KEGG: C05498
- KEGG: C03027
- PubChem: 152266
- PubChem: 11645629
- PubChem: 92730
- PubChem: 243761
- PubChem: 440224
- PubChem: 101788
- PubChem: 92145
- PubChem: 618734
- Metlin: METLIN57846
- ChEMBL: CHEMBL1563246
- ChEMBL: CHEMBL307710
- ChEMBL: CHEMBL1908005
- ChEMBL: CHEMBL2440888
- ChEMBL: CHEMBL488762
- LipidMAPS: LMST02030148
- LipidMAPS: LMST02030253
- LipidMAPS: LMST02030184
- LipidMAPS: LMST02030182
- LipidMAPS: LMST02030181
- LipidMAPS: LMST02030168
- LipidMAPS: LMST02020057
- CAS: 19897-02-0
- CAS: 80-75-1
- CAS: 438-07-3
- CAS: 600-57-7
- CAS: 1045-69-8
- PMhub: MS000023888
- PubChem: 5932
- 3DMET: B01621
- NIKKAJI: J38.390B
- PubChem: 6798
- NIKKAJI: J2.746.332K
- ChEBI: CHEBI:177269
- PubChem: 7851
- 3DMET: B05064
- NIKKAJI: J66.993H
- PubChem: 17395654
- NIKKAJI: J337.174C
- RefMet: ST 21:3;O3
- medchemexpress: HY-N2337
- KEGG: C03747
- PubChem: 6508
- KNApSAcK: 16076
- KNApSAcK: 177269
- KEGG: C03748
- PubChem: 6509
- KNApSAcK: 15826
- KNApSAcK: 34153
- KNApSAcK: 16524
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
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
- 52823 - Asclepias curassavica: 10.1021/NP0501740
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
- Vojtech Kapras, Alena Slavickova, Eva Stastna, Ladislav Vyklicky, Karel Vales, Hana Chodounska. Synthesis of deuterium labeled NMDA receptor inhibitor - 20-Oxo-5β-[9,12,12-(2)H(3)]pregnan-3α-yl-L-glutamyl 1-ester.
Steroids.
2012 Feb; 77(3):282-7. doi:
10.1016/j.steroids.2011.12.019
. [PMID: 22209708] - Karl-Heinz Storbeck, Pieter Swart, Donita Africander, Riaan Conradie, Renate Louw, Amanda C Swart. 16α-hydroxyprogesterone: origin, biosynthesis and receptor interaction.
Molecular and cellular endocrinology.
2011 Apr; 336(1-2):92-101. doi:
10.1016/j.mce.2010.11.016
. [PMID: 21095220] - Cheryl A Frye, Kassandra L Edinger, Edwin D Lephart, Alicia A Walf. 3alpha-androstanediol, but not testosterone, attenuates age-related decrements in cognitive, anxiety, and depressive behavior of male rats.
Frontiers in aging neuroscience.
2010; 2(?):15. doi:
10.3389/fnagi.2010.00015
. [PMID: 20552051] - Gaspar A Fernández Nievas, Francisco J Barrantes, Silvia S Antollini. Conformation-sensitive steroid and fatty acid sites in the transmembrane domain of the nicotinic acetylcholine receptor.
Biochemistry.
2007 Mar; 46(11):3503-12. doi:
10.1021/bi061388z
. [PMID: 17319650] - Simon MacKenzie, Nuria Montserrat, Mario Mas, Laura Acerete, Lluis Tort, Aleksei Krasnov, Frederick W Goetz, Josep V Planas. Bacterial lipopolysaccharide induces apoptosis in the trout ovary.
Reproductive biology and endocrinology : RB&E.
2006 Aug; 4(?):46. doi:
10.1186/1477-7827-4-46
. [PMID: 16945135] - Boaz Robinzon, Russell A Prough. Interactions between dehydroepiandrosterone and glucocorticoid metabolism in pig kidney: nuclear and microsomal 11beta-hydroxysteroid dehydrogenases.
Archives of biochemistry and biophysics.
2005 Oct; 442(1):33-40. doi:
10.1016/j.abb.2005.07.010
. [PMID: 16137639] - G Békési, K Rácz, A Hrabák, R Kakucs, S Várbíró, Z Magyar, J Fehér, E Dinya, T Pázmány, S Paku, B Székács. Systematic investigation of different steroid precursors with respect to their effect on superoxide anion production by human neutrophil granulocytes.
Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme.
2004 Mar; 36(3):155-63. doi:
10.1055/s-2004-814339
. [PMID: 15057668] - Mei Hua Sui, Ji Cheng Li. [The influence of pregnancy and hormone on the lymphatic stomata in guinea pig's ovary bursa].
Shi yan sheng wu xue bao.
2003 Feb; 36(1):43-8. doi:
NULL
. [PMID: 12751209] - Marie-Edith Rafestin-Oblin, Jerome Fagart, Anny Souque, Cendrine Seguin, Marcelle Bens, Alain Vandewalle. 11beta-hydroxyprogesterone acts as a mineralocorticoid agonist in stimulating Na+ absorption in mammalian principal cortical collecting duct cells.
Molecular pharmacology.
2002 Dec; 62(6):1306-13. doi:
10.1124/mol.62.6.1306
. [PMID: 12435797] - A A Zohri. Progesterone transformation as a biochemical aid in classification of the genus Emericella.
Folia microbiologica.
2000; 45(5):391-6. doi:
10.1007/bf02817611
. [PMID: 11347266] - F Pommier, A Sioufi, J Godbillon. Quantitative determination of norethisterone acetate in human plasma by capillary gas chromatography with mass-selective detection.
Journal of chromatography. A.
1996 Oct; 750(1-2):75-81. doi:
10.1016/0021-9673(96)00483-9
. [PMID: 8938383] - H Morita, M Zhou, M F Foecking, E P Gomez-Sanchez, E N Cozza, C E Gomez-Sanchez. 11 beta-Hydroxysteroid dehydrogenase type 2 complementary deoxyribonucleic acid stably transfected into Chinese hamster ovary cells: specific inhibition by 11 alpha-hydroxyprogesterone.
Endocrinology.
1996 Jun; 137(6):2308-14. doi:
10.1210/endo.137.6.8641180
. [PMID: 8641180] - 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] - G W Souness, S A Latif, J L Laurenzo, D J Morris. 11 alpha- and 11 beta-hydroxyprogesterone, potent inhibitors of 11 beta-hydroxysteroid dehydrogenase (isoforms 1 and 2), confer marked mineralocorticoid activity on corticosterone in the ADX rat.
Endocrinology.
1995 Apr; 136(4):1809-12. doi:
10.1210/endo.136.4.7895695
. [PMID: 7895695] - V M Braga, S J Gendler. Modulation of Muc-1 mucin expression in the mouse uterus during the estrus cycle, early pregnancy and placentation.
Journal of cell science.
1993 Jun; 105 ( Pt 2)(?):397-405. doi:
10.1242/jcs.105.2.397
. [PMID: 7691839] - S J Park, Y J Kim, H S Pyo, J Park. Analysis of corticosteroids in urine by HPLC and thermospray LC/MS.
Journal of analytical toxicology.
1990 Mar; 14(2):102-8. doi:
10.1093/jat/14.2.102
. [PMID: 1691351] - C M Rondinone, A Roldán. Effect of 11 beta OH pregna-1,4-diene-3,20-dione (delta HOP) on thymocyte plasma membranes.
Acta physiologica et pharmacologica latinoamericana : organo de la Asociacion Latinoamericana de Ciencias Fisiologicas y de la Asociacion Latinoamericana de Farmacologia.
1990; 40(3):357-64. doi:
. [PMID: 2094168]
- S B Addo, E Diamond, V P Hollander. Non-polar extracts of serum from males contain covert radioimmunoassayable testosterone.
Steroids.
1989 Sep; 54(3):257-69. doi:
10.1016/0039-128x(89)90001-9
. [PMID: 2588302] - C M Rondinone, R Schillaci, C P Lantos, A Roldán. Appearance and persistence of 11 beta-hydroxypregna-1,4-diene-3,20-dione (delta HOP) effect 'in vivo'.
Acta physiologica et pharmacologica latinoamericana : organo de la Asociacion Latinoamericana de Ciencias Fisiologicas y de la Asociacion Latinoamericana de Farmacologia.
1989; 39(2):181-8. doi:
NULL
. [PMID: 2618755] - 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] - J D Coonrod, R P Leach. Antigenemia in fulminant pneumococcemia.
Annals of internal medicine.
1976 May; 84(5):561-3. doi:
10.7326/0003-4819-84-5-561
. [PMID: 5936] - J EICHHORN, O HECHTER. Role of 11 beta hydroxyprogesterone as intermediary in biosynthesis of cortisol and corticosterone.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.).
1958 Mar; 97(3):614-9. doi:
10.3181/00379727-97-23823
. [PMID: 13518352]