hydroxyprogesterone (BioDeep_00000406316)

Main id: BioDeep_00000002836

 

natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019


代谢物信息卡片


17Alpha-Hydroxyprogesterone

化学式: C21H30O3 (330.2195)
中文名称: 17alpha-羟基黄体酮, 17α-羟孕酮, 17-羟孕酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=O)C1(CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)O
InChI: InChI=1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3

描述信息

G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03D - Progestogens > G03DA - Pregnen (4) derivatives
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
17α-Hydroxyprogesterone (17-Hydroxyprogesterone) is an endogenous progesterone that serves as a chemical intermediate in the biosynthesis of other steroid hormones, including glucocorticoids, androgens, and estrogens.

同义名列表

6 个代谢物同义名

17Alpha-Hydroxyprogesterone; 17α-hydroxyprogesterone; hydroxyprogesterone; 17-Hydroxyprogesterone; 17-OHP; 17alpha-Hydroxyprogesterone



数据库引用编号

31 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(8)

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)

22 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
Cytoplasm 7 AR, NR3C1, NR3C2, PGR, POMC, PRL, TSHB
Peripheral membrane protein 2 CYP11B1, CYP21A2
Endoplasmic reticulum membrane 5 CYP11B1, CYP17A1, CYP19A1, CYP21A2, NR3C2
Nucleus 5 AR, NR3C1, NR3C2, PGR, PRL
cytosol 4 AR, NR3C1, NR3C2, PGR
centrosome 1 NR3C1
nucleoplasm 5 AR, NR3C1, NR3C2, PGR, PRL
RNA polymerase II transcription regulator complex 1 PRL
Cell membrane 1 TNF
Multi-pass membrane protein 1 CYP19A1
Synapse 1 NR3C1
cell surface 1 TNF
Golgi membrane 1 INS
mitochondrial inner membrane 1 CYP11B1
neuronal cell body 2 CYP17A1, TNF
plasma membrane 4 AR, PGR, REN, TNF
Membrane 5 AR, CYP19A1, CYP21A2, NR3C1, REN
axon 1 CYP17A1
extracellular exosome 2 SERPINA6, SHBG
endoplasmic reticulum 2 CYP17A1, CYP19A1
extracellular space 10 AMH, CGA, GNRH1, INS, POMC, PRL, REN, SERPINA6, TNF, TSHB
mitochondrion 3 BCO2, CYP11B1, NR3C1
protein-containing complex 2 AR, NR3C1
Microsome membrane 3 CYP17A1, CYP19A1, CYP21A2
Secreted 8 AMH, CGA, INS, POMC, PRL, REN, SHBG, TSHB
extracellular region 11 AMH, CGA, GNRH1, INS, POMC, PRL, REN, SERPINA6, SHBG, TNF, TSHB
Single-pass membrane protein 1 CYP21A2
mitochondrial outer membrane 1 PGR
mitochondrial matrix 2 BCO2, NR3C1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 NR3C1
external side of plasma membrane 1 TNF
apical part of cell 1 REN
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Mitochondrion inner membrane 1 CYP11B1
Membrane raft 1 TNF
Cytoplasm, cytoskeleton, spindle 1 NR3C1
spindle 1 NR3C1
secretory granule 1 POMC
nuclear speck 2 AR, NR3C1
receptor complex 1 NR3C2
chromatin 5 AR, NR3C1, NR3C2, PGR, PRL
phagocytic cup 1 TNF
Chromosome 1 NR3C1
endosome lumen 2 INS, PRL
Nucleus, nucleoplasm 1 NR3C1
secretory granule lumen 2 INS, POMC
Golgi lumen 2 CGA, INS
endoplasmic reticulum lumen 1 INS
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
[Isoform Alpha]: Cytoplasm 1 NR3C1
follicle-stimulating hormone complex 1 CGA
pituitary gonadotropin complex 1 CGA
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
[Isoform Beta]: Nucleus 1 NR3C1
[Isoform Alpha-B]: Nucleus 1 NR3C1
[Isoform 4]: Mitochondrion outer membrane 1 PGR
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • V A Filatova, R V Rozhivanov, I Z Bondarenko, V A Ioutsi, E N Andreeva, G A Mel'nichenko, N G Mokrysheva. [Features of steroidogenesis and arterial hypertension in men in different types of "physiological" male hyperandrogenism]. Problemy endokrinologii. 2023 May; 69(2):80-91. doi: 10.14341/probl13226. [PMID: 37448275]
  • Lei Ye, Zhiyun Zhao, Huixia Ren, Wencui Wang, Wenzhong Zhou, Sichang Zheng, Rulai Han, Jie Zhang, Haorong Li, Zhihan Wan, Chao Tang, Shouyue Sun, Weiqing Wang, Guang Ning. A Multiclassifier System to Identify and Subtype Congenital Adrenal Hyperplasia Based on Circulating Steroid Hormones. The Journal of clinical endocrinology and metabolism. 2022 Jul; 107(8):e3304-e3312. doi: 10.1210/clinem/dgac271. [PMID: 35512387]
  • Özge Besci, İbrahim Mert Erbaş, Tuncay Küme, Kübra Yüksek Acinikli, Ayhan Abacı, Ece Böber, Korcan Demir. A 4-hour Profile of 17-hydroxyprogesterone in Salt-wasting Congenital Adrenal Hyperplasia: Is the Serial Monitoring Strategy Worth the Effort?. Journal of clinical research in pediatric endocrinology. 2022 06; 14(2):145-152. doi: 10.4274/jcrpe.galenos.2021.2021-9-17. [PMID: 34866371]
  • Kellie A Fecteau, Luca Giori, Andrew Cushing, Joshua M Price, Xiaojuan Zhu. Comparison of steroid and thyroid hormone concentrations in blood serum and plasma of captive tigers. Journal of veterinary diagnostic investigation : official publication of the American Association of Veterinary Laboratory Diagnosticians, Inc. 2022 May; 34(3):547-551. doi: 10.1177/10406387221090538. [PMID: 35404190]
  • Taek Min Kim, Jung Hee Kim, Han Na Jang, Man Ho Choi, Jeong Yeon Cho, Sang Youn Kim. Adrenal Morphology as an Indicator of Long-Term Disease Control in Adults with Classic 21-Hydroxylase Deficiency. Endocrinology and metabolism (Seoul, Korea). 2022 Feb; 37(1):124-137. doi: 10.3803/enm.2021.1278. [PMID: 35144332]
  • Marie Lind-Holst, Marie Bækvad-Hansen, Agnethe Berglund, Arieh S Cohen, Lars Melgaard, Kristin Skogstrand, Morten Duno, Katharina M Main, David Michael Hougaard, Claus Højbjerg Gravholt, Dorte Hansen. Neonatal Screening for Congenital Adrenal Hyperplasia in Denmark: 10 Years of Experience. Hormone research in paediatrics. 2022; 95(1):35-42. doi: 10.1159/000522230. [PMID: 35114680]
  • Thiago Fernandes Negris Lima, Fabio Stefano Frech, Ruben Blachman-Braun, Evgeniya Rakitina, Premal Patel, Ranjith Ramasamy. Association of aging and obesity with decreased 17-hydroxyprogesterone, a serum biomarker of intratesticular testosterone. International journal of impotence research. 2022 Jan; 34(1):44-49. doi: 10.1038/s41443-020-00358-8. [PMID: 33009497]
  • Tiago Gabriel Correia, Vanessa Aparecida Rocha Oliveira Vieira, Amanda de Moraes Narcizo, Ricardo Andrade Zampieri, Lucile Maria Floeter-Winter, Renata Guimarães Moreira. Endocrine disruption caused by the aquatic exposure to aluminum and manganese in Astyanax altiparanae (Teleostei: Characidae) females during the final ovarian maturation. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2021 Nov; 249(?):109132. doi: 10.1016/j.cbpc.2021.109132. [PMID: 34246795]
  • 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]
  • Rayanna Bahia de Almeida, Robson Augusto Cardoso Apóstolos, Luciana Mattos Barros Oliveira, Maria Betânia Pereira Toralles, Renata Maria R S Lago, José Antonio Diniz Faria, Renata Andion Arruti, Mônica Lima Barbosa Rodrigues, Tatiana Amorim, Helena Maria Guimarães Pimentel Dos Santos, Leonardo Azevedo de Sousa, Ubirajara Barroso. Is there an association between prostate-specific antigen and androgen levels in 46, XX patients with congenital adrenal hyperplasia?. Journal of pediatric urology. 2021 08; 17(4):481.e1-481.e7. doi: 10.1016/j.jpurol.2021.05.003. [PMID: 34092513]
  • Janina Tokarz, Stefan M Schmitt, Gabriele Möller, André W Brändli, Jerzy Adamski. Functional characterization of two 20β-hydroxysteroid dehydrogenase type 2 homeologs from Xenopus laevis reveals multispecificity. The Journal of steroid biochemistry and molecular biology. 2021 06; 210(?):105874. doi: 10.1016/j.jsbmb.2021.105874. [PMID: 33722706]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Patricia San Martín, María Laura Eugenio Russmann, Gabriela Mendeluk, María Fabiana Fierro, Roxana Marino, Ester Pardes. Classical congenital adrenal hyperplasia due to 21-hydroxylase deficiency (21-OHD) in adult males: Clinical presentation, hormone function and the detection of adrenal and testicular adrenal rest tumors (TARTs). Endocrinologia, diabetes y nutricion. 2021 Apr; 68(4):227-235. doi: 10.1016/j.endien.2020.07.003. [PMID: 34266634]
  • Uta Neumann, Katarina Braune, Martin J Whitaker, Susanna Wiegand, Heiko Krude, John Porter, Dena Digweed, Bernard Voet, Richard J M Ross, Oliver Blankenstein. A Prospective Study of Children Aged 0-8 Years with CAH and Adrenal Insufficiency Treated with Hydrocortisone Granules. The Journal of clinical endocrinology and metabolism. 2021 03; 106(3):e1433-e1440. doi: 10.1210/clinem/dgaa626. [PMID: 32888021]
  • P Pan, L Y Zheng, L L Fang, X L Chen, J Huang, Q X Zhang, D Z Yang, M Q Xie, Y Li. [Clinical characteristics of 21 infertile women with non-classic 21-hydroxylase deficiency]. Zhonghua fu chan ke za zhi. 2021 Feb; 56(2):108-113. doi: 10.3760/cma.j.cn112141-20200526-00447. [PMID: 33631882]
  • Qichen Long, Tianjiao Zhang, Ying Yan, Haijian Zhao, Weiyan Zhou, Jie Zeng, Shuijun Li, Jiangtao Zhang, Qingzhang Zeng, Beibei Zhao, Chuanbao Zhang, Wenxiang Chen. Measurement of serum 17-hydroxyprogesterone using isotope dilution liquid chromatography-tandem mass spectrometry candidate reference method and evaluation of the performance for three routine methods. Clinical chemistry and laboratory medicine. 2021 02; 59(3):523-532. doi: 10.1515/cclm-2020-0410. [PMID: 33554585]
  • Marie Lindhardt Ljubicic, Andre Madsen, Anders Juul, Kristian Almstrup, Trine Holm Johannsen. The Application of Principal Component Analysis on Clinical and Biochemical Parameters Exemplified in Children With Congenital Adrenal Hyperplasia. Frontiers in endocrinology. 2021; 12(?):652888. doi: 10.3389/fendo.2021.652888. [PMID: 34531821]
  • Tomoyo Itonaga, Masako Izawa, Takashi Hamajima, Yukihiro Hasegawa. First Morning Pregnanetriol and 17-Hydroxyprogesterone Correlated Significantly in 21-Hydroxylase Deficiency. Frontiers in endocrinology. 2021; 12(?):808254. doi: 10.3389/fendo.2021.808254. [PMID: 35140686]
  • Taylor L Langevin, Karen Maynard, Anil Dewan. Bilateral microscopic Leydig cell ovarian tumors in the postmenopausal woman. BMJ case reports. 2020 Dec; 13(12):. doi: 10.1136/bcr-2020-236427. [PMID: 33370966]
  • Zheng Cao, Yifan Lu, Yuting Cong, Ying Liu, Youran Li, Husheng Wang, Qiaoli Zhang, Wenxi Huang, Jingrui Liu, Ying Dong, Guodong Tang, Yiqi R Luo, Chenghong Yin, Yanhong Zhai. Simultaneous quantitation of four androgens and 17-hydroxyprogesterone in polycystic ovarian syndrome patients by LC-MS/MS. Journal of clinical laboratory analysis. 2020 Dec; 34(12):e23539. doi: 10.1002/jcla.23539. [PMID: 32820576]
  • Željko Debeljak, Ivana Marković, Jasna Pavela, Iva Lukić, Dario Mandić, Sanja Mandić, Vesna Horvat, Vatroslav Šerić. Analytical bias of automated immunoassays for six serum steroid hormones assessed by LC-MS/MS. Biochemia medica. 2020 Oct; 30(3):030701. doi: 10.11613/bm.2020.030701. [PMID: 32774123]
  • C Oriolo, F Fanelli, S Castelli, M Mezzullo, P Altieri, F Corzani, C Pelusi, A Repaci, G Di Dalmazi, V Vicennati, L Baldazzi, S Menabò, A Dormi, E Nardi, G Brillanti, R Pasquali, U Pagotto, A Gambineri. Steroid biomarkers for identifying non-classic adrenal hyperplasia due to 21-hydroxylase deficiency in a population of PCOS with suspicious levels of 17OH-progesterone. Journal of endocrinological investigation. 2020 Oct; 43(10):1499-1509. doi: 10.1007/s40618-020-01235-3. [PMID: 32236851]
  • Jae Hyun Kim, Young Ah Lee, Youn-Hee Lim, Kyunghoon Lee, Bung-Nyun Kim, Johanna Inhyang Kim, Yun-Chul Hong, Sei Won Yang, Junghan Song, Choong Ho Shin. Changes in Adrenal Androgens and Steroidogenic Enzyme Activities From Ages 2, 4, to 6 Years: A Prospective Cohort Study. The Journal of clinical endocrinology and metabolism. 2020 10; 105(10):. doi: 10.1210/clinem/dgaa498. [PMID: 32750115]
  • Tze Ping Loh, Chung Shun Ho, Michaela F Hartmann, Rosita Zakaria, Clara Wai Shan Lo, Sjoerd van den Berg, Yolanda B de Rijke, Brian R Cooke, Kirsten Hoad, Peter Graham, Stephen R Davies, Lindsey G Mackay, Stefan A Wudy, Ronda F Greaves. Influence of isotopically labeled internal standards on quantification of serum/plasma 17α-hydroxyprogesterone (17OHP) by liquid chromatography mass spectrometry. Clinical chemistry and laboratory medicine. 2020 09; 58(10):1731-1739. doi: 10.1515/cclm-2020-0318. [PMID: 32697750]
  • David J Marshall, Joanne E Adaway, James M Hawley, Brian G Keevil. Quantification of testosterone, androstenedione and 17-hydroxyprogesterone in whole blood collected using Mitra microsampling devices. Annals of clinical biochemistry. 2020 09; 57(5):351-359. doi: 10.1177/0004563220937735. [PMID: 32524824]
  • Thiago Fernandes Negris Lima, Premal Patel, Ruben Blachman-Braun, Vinayak Madhusoodanan, Ranjith Ramasamy. Serum 17-Hydroxyprogesterone is a Potential Biomarker for Evaluating Intratesticular Testosterone. The Journal of urology. 2020 Sep; 204(3):551-556. doi: 10.1097/ju.0000000000001016. [PMID: 32167868]
  • Miki Kamemura, Mai Yokota, Shoujiro Ogawa, Takahiro Sugiura, Tatsuya Higashi. Sample-multiplexing by derivatization using multiple analogous reagents for enhancing throughput in LC/ESI-MS/MS assay of steroids: Plasma 17α-hydroxyprogesterone as an example. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2020 Jun; 1146(?):122117. doi: 10.1016/j.jchromb.2020.122117. [PMID: 32335501]
  • 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]
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  • Nathália Sigilló Cardoso, Victor Barbosa Ribeiro, Sabrina Graziani Veloso Dutra, Rui Alberto Ferriani, Ada Clarice Gastaldi, João Eduardo de Araújo, Hugo Celso Dutra de Souza. Polycystic ovary syndrome associated with increased adiposity interferes with serum levels of TNF-alpha and IL-6 differently from leptin and adiponectin. Archives of endocrinology and metabolism. 2020 Feb; 64(1):4-10. doi: 10.20945/2359-3997000000197. [PMID: 32187268]
  • Nazaneen Eshragh, Luong Van Doan, Kara J Connelly, Sara Denniston, Sharon Willis, Stephen H LaFranchi. Outcome of Newborn Screening for Congenital Adrenal Hyperplasia at Two Time Points. Hormone research in paediatrics. 2020; 93(2):128-136. doi: 10.1159/000508075. [PMID: 32659761]
  • Matthias K Auer, Aniko Krumbholz, Martin Bidlingmaier, Detlef Thieme, Nicole Reisch. Steroid 17-Hydroxyprogesterone in Hair Is a Potential Long-Term Biomarker of Androgen Control in Congenital Adrenal Hyperplasia due to 21-Hydroxylase Deficiency. Neuroendocrinology. 2020; 110(11-12):938-949. doi: 10.1159/000504672. [PMID: 31711056]
  • Mehdi Basaki, Mehdi Saeb, Saeedeh Saeb. Androgen profile in young females with insulin resistance; the importance of 17-HydroxyprogesteroneAndrogens in young insulin resistant females. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology. 2019 Dec; 35(12):1094-1098. doi: 10.1080/09513590.2019.1630377. [PMID: 31674860]
  • Bingyan Cao, Chunxiu Gong, Di Wu, Xuejun Liang, Wenjing Li, Min Liu, Chang Su, Miao Qin, Xi Meng, Liya Wei. A cross-sectional survey of adrenal steroid hormones among overweight/obese boys according to puberty stage. BMC pediatrics. 2019 11; 19(1):414. doi: 10.1186/s12887-019-1755-5. [PMID: 31690265]
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  • Wesley J Goedegebuure, Anita C S Hokken-Koelega. Aromatase Inhibitor as Treatment for Severely Advanced Bone Age in Congenital Adrenal Hyperplasia: A Case Report. Hormone research in paediatrics. 2019; 92(3):209-213. doi: 10.1159/000501746. [PMID: 31390647]
  • Vitória Müller, Bruna R Curcio, Ramiro E Toribio, Lorena S Feijó, Luciana A Borba, Igor F Canisso, Carlos E W Nogueira. Cortisol, progesterone, 17αOHprogesterone, and pregnenolone in foals born from mare's hormone-treated for experimentally induced ascending placentitis. Theriogenology. 2019 Jan; 123(?):139-144. doi: 10.1016/j.theriogenology.2018.06.024. [PMID: 30308389]
  • Elena Grodnitskaya, Mark Kurtser. The prevalence of non-classic congenital adrenal hyperplasia due to 21-hydroxylase deficiency in Russian women with hyperandrogenism. Human fertility (Cambridge, England). 2018 Dec; 21(4):281-287. doi: 10.1080/14647273.2017.1344360. [PMID: 28669219]
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