ST 19:0;O2;GlcA (BioDeep_00000638199)
代谢物信息卡片
17beta-Hydroxy-5alpha-androstan-3alpha-yl Beta-D-glucopyranosiduronic acid
化学式: C25H40O8 (468.272304)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(=O)O)O2)C[C@]2([H])CC[C@@]3([H])[C@]4([H])CC[C@H](O)[C@@]4(C)CC[C@]3([H])[C@@]2(C)C1
InChI: InChI=1S/C25H40O8/c1-24-9-7-13(32-23-20(29)18(27)19(28)21(33-23)22(30)31)11-12(24)3-4-14-15-5-6-17(26)25(15,2)10-8-16(14)24/h12-21,23,26-29H,3-11H2,1-2H3,(H,30,31)/t12-,13+,14-,15-,16-,17-,18-,19-,20+,21-,23+,24-,25-/m0/s1
描述信息
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
同义名列表
数据库引用编号
6 个数据库交叉引用编号
- ChEBI: CHEBI:176154
- PubChem: 44263363
- PubChem: 16186349
- LipidMAPS: LMST05010039
- LipidMAPS: LMST05010004
- RefMet: ST 19:0;O2;GlcA
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)
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
- Chuan Wei Duan, Lin Xu. Testosterone and androstanediol glucuronide among men in NHANES III.
BMC public health.
2018 03; 18(1):339. doi:
10.1186/s12889-018-5255-6. [PMID: 29523115] - Marisa G Cunha, Carolina P Martins, Carlos D'Aparecida M Filho, Beatriz C A Alves, Fernando Adami, Ligia A Azzalis, Fernando L A Fonseca. Acne in adult women and the markers of peripheral 3 alpha-diol G activity.
Journal of cosmetic dermatology.
2016 Dec; 15(4):330-334. doi:
10.1111/jocd.12232. [PMID: 27272708] - Ana Belen Lopez-Rodriguez, Estefania Acaz-Fonseca, Roberto Spezzano, Silvia Giatti, Donatella Caruso, Maria-Paz Viveros, Roberto C Melcangi, Luis M Garcia-Segura. Profiling Neuroactive Steroid Levels After Traumatic Brain Injury in Male Mice.
Endocrinology.
2016 Oct; 157(10):3983-3993. doi:
10.1210/en.2016-1316. [PMID: 27547849] - Jeannette M Schenk, Cathee Till, Ann W Hsing, Frank Z Stanczyk, Zhihong Gong, Marian L Neuhouser, Juergen K Reichardt, Ashraful M Hoque, William D Figg, Phyllis J Goodman, Catherine M Tangen, Ian M Thompson. Serum androgens and prostate cancer risk: results from the placebo arm of the Prostate Cancer Prevention Trial.
Cancer causes & control : CCC.
2016 Feb; 27(2):175-82. doi:
10.1007/s10552-015-0695-0. [PMID: 26589415] - Sarah B Peskoe, Corinne E Joshu, Sabine Rohrmann, Katherine A McGlynn, Sarah J Nyante, Gary Bradwin, Adrian S Dobs, Norma Kanarek, William G Nelson, Elizabeth A Platz. Circulating total testosterone and PSA concentrations in a nationally representative sample of men without a diagnosis of prostate cancer.
The Prostate.
2015 Aug; 75(11):1167-76. doi:
10.1002/pros.22998. [PMID: 25919471] - Yuyong Ke, Renaud Gonthier, Maxim Isabelle, Jonathan Bertin, Jean-Nicolas Simard, Alain Y Dury, Fernand Labrie. A rapid and sensitive UPLC-MS/MS method for the simultaneous quantification of serum androsterone glucuronide, etiocholanolone glucuronide, and androstan-3α, 17β diol 17-glucuronide in postmenopausal women.
The Journal of steroid biochemistry and molecular biology.
2015 May; 149(?):146-52. doi:
10.1016/j.jsbmb.2015.02.009. [PMID: 25701608] - C Mary Schooling. Androgen activity, ischaemic heart disease and risk factors among men in NHANES III.
European journal of clinical investigation.
2013 Dec; 43(12):1273-81. doi:
10.1111/eci.12174. [PMID: 24117250] - C Mary Schooling. Androgen activity and markers of inflammation among men in NHANES III.
American journal of human biology : the official journal of the Human Biology Council.
2013 Sep; 25(5):622-8. doi:
10.1002/ajhb.22421. [PMID: 23943465] - Noboru Hara, Fumio Ishizaki, Toshihiro Saito, Tsutomu Nishiyama, Takashi Kawasaki, Kota Takahashi. Decrease in lean body mass in men with prostate cancer receiving androgen deprivation therapy: mechanism and biomarkers.
Urology.
2013 Feb; 81(2):376-80. doi:
10.1016/j.urology.2012.10.050. [PMID: 23374809] - Penina Segall-Gutierrez, Joanna Du, Chunying Niu, Marshall Ge, Ian Tilley, Kelly Mizraji, Frank Z Stanczyk. Effect of subcutaneous depot-medroxyprogesterone acetate (DMPA-SC) on serum androgen markers in normal-weight, obese, and extremely obese women.
Contraception.
2012 Dec; 86(6):739-45. doi:
10.1016/j.contraception.2012.05.148. [PMID: 22959905] - Fernand Labrie, Céline Martel, John Balser. Wide distribution of the serum dehydroepiandrosterone and sex steroid levels in postmenopausal women: role of the ovary?.
Menopause (New York, N.Y.).
2011 Jan; 18(1):30-43. doi:
10.1097/gme.0b013e3181e195a6. [PMID: 20683211] - Jieying Jiang, Nelson L S Tang, Claes Ohlsson, Anna L Eriksson, Liesbeth Vandenput, ChenDi Liao, Xingyan Wang, Frank W K Chan, Anthony Kwok, Eric Orwoll, Timothy C Y Kwok, Jean Woo, Ping Chung Leung. Association of SRD5A2 variants and serum androstane-3alpha,17beta-diol glucuronide concentration in Chinese elderly men.
Clinical chemistry.
2010 Nov; 56(11):1742-9. doi:
10.1373/clinchem.2010.150607. [PMID: 20855474] - Reiko Suzuki, Naomi E Allen, Paul N Appleby, Timothy J Key, Laure Dossus, Anne Tjønneland, Nina Føns Johnsen, Kim Overvad, Carlotta Sacerdote, Domenico Palli, Vittorio Krogh, Rosario Tumino, Sabine Rohrmann, Jakob Linseisen, Heiner Boeing, Antonia Trichopoulou, Georgios Makrygiannis, Gesthimani Misirli, H Bas Bueno-de-Mesquita, Anne M May, María José Tormo Díaz, Maria-José Sánchez, Aurelio Barricarte Gurrea, Laudina Rodríguez Suárez, Genevieve Buckland, Nerea Larrañaga, Sheila Bingham, Kay-Tee Khaw, Sabina Rinaldi, Nadia Slimani, Mazda Jenab, Elio Riboli, Rudolf Kaaks. Lifestyle factors and serum androgens among 636 middle aged men from seven countries in the European Prospective Investigation into Cancer and Nutrition (EPIC).
Cancer causes & control : CCC.
2009 Aug; 20(6):811-21. doi:
10.1007/s10552-009-9326-y. [PMID: 19306067] - Doodipala S Reddy. Mass spectrometric assay and physiological-pharmacological activity of androgenic neurosteroids.
Neurochemistry international.
2008 Mar; 52(4-5):541-53. doi:
10.1016/j.neuint.2007.05.019. [PMID: 17624627] - Sara Wirén, Tanja Stocks, Sabina Rinaldi, Göran Hallmans, Anders Bergh, Ulf-Håkan Stenman, Rudolf Kaaks, Pär Stattin. Androgens and prostate cancer risk: a prospective study.
The Prostate.
2007 Aug; 67(11):1230-7. doi:
10.1002/pros.20588. [PMID: 17562541] - Blazej Meczekalski, Radoslaw Slopien, Alina Warenik-Szymankiewicz. Serum levels of 3alpha-androstanediol glucuronide in young women with polycystic ovary syndrome, idiopathic hirsutism and in normal subjects.
European journal of obstetrics, gynecology, and reproductive biology.
2007 May; 132(1):88-92. doi:
10.1016/j.ejogrb.2006.08.005. [PMID: 16979812] - Sabine Rohrmann, William G Nelson, Nader Rifai, Norma Kanarek, Shehzad Basaria, Konstantinos K Tsilidis, Ellen Smit, Edward Giovannucci, Elizabeth A Platz. Serum sex steroid hormones and lower urinary tract symptoms in Third National Health and Nutrition Examination Survey (NHANES III).
Urology.
2007 Apr; 69(4):708-13. doi:
10.1016/j.urology.2007.01.011. [PMID: 17445656] - Mary H McMullen, Jill M Hamilton-Reeves, Melissa J L Bonorden, Kerry E Wangen, William R Phipps, Joellen M Feirtag, Mindy S Kurzer. Consumption of Lactobacillus acidophilus and Bifidobacterium longum does not alter phytoestrogen metabolism and plasma hormones in men: a pilot study.
Journal of alternative and complementary medicine (New York, N.Y.).
2006 Nov; 12(9):887-94. doi:
10.1089/acm.2006.12.887. [PMID: 17109580] - Yen-Ling Low, James I Taylor, Philip B Grace, Mitch Dowsett, Elizabeth Folkerd, Deborah Doody, Alison M Dunning, Serena Scollen, Angela A Mulligan, Ailsa A Welch, Robert N Luben, Kay-Tee Khaw, Nick E Day, Nick J Wareham, Sheila A Bingham. Polymorphisms in the CYP19 gene may affect the positive correlations between serum and urine phytoestrogen metabolites and plasma androgen concentrations in men.
The Journal of nutrition.
2005 Nov; 135(11):2680-6. doi:
10.1093/jn/135.11.2680. [PMID: 16251630] - Akira Kambegawa. [Androstanediol, androstanediol glucuronide].
Nihon rinsho. Japanese journal of clinical medicine.
2005 Aug; 63 Suppl 8(?):457-60. doi:
. [PMID: 16149550] - Thomas Bassindale, David A Cowan, Sian Dale, Andrew J Hutt, Anthony R Leeds, Michael J Wheeler, Andrew T Kicman. Effects of oral administration of androstenedione on plasma androgens in young women using hormonal contraception.
The Journal of clinical endocrinology and metabolism.
2004 Dec; 89(12):6030-8. doi:
10.1210/jc.2004-0790. [PMID: 15579755] - Allen C Chen, Richard J MacChia, Francine Conway, Carol Magai, Manisha Desai, Alfred I Neugut. Prostate-specific antigen, sex steroid hormones, and the insulin-like growth factor axis in U.S.-born, Jamaican, and Haitian black men: a pilot study.
Urology.
2004 Sep; 64(3):522-7. doi:
10.1016/j.urology.2004.04.004. [PMID: 15351583] - Brian D Acacio, Frank Z Stanczyk, Patrick Mullin, Payam Saadat, Neda Jafarian, Rebecca Z Sokol. Pharmacokinetics of dehydroepiandrosterone and its metabolites after long-term daily oral administration to healthy young men.
Fertility and sterility.
2004 Mar; 81(3):595-604. doi:
10.1016/j.fertnstert.2003.07.035. [PMID: 15037408] - Jack D Caldwell, Yan Song, Ila Englöf, Simone Höfle, Mary Key, Mariana Morris. 5alpha-Reduced androgens block estradiol-BSA-stimulated release of oxytocin.
Brain research.
2003 Jun; 976(2):259-61. doi:
10.1016/s0006-8993(03)02591-5. [PMID: 12763261] - Toshikazu Onishi, Hajime Takei, Akira Kambegawa, Sumitaka Saisho, Kenichi Kashimada, Satomi Koyama, Shuki Mizutani, Pemmaraju N Rao. A highly specific heterologous enzyme immunoassay for 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide (androstanediol-17G) and developmental patterns of urinary androstanediol-17G excretions.
Steroids.
2002 Mar; 67(3-4):175-83. doi:
10.1016/s0039-128x(01)00152-0. [PMID: 11856541] - Y Hong, J Gagnon, T Rice, L Pérusse, A S Leon, J S Skinner, J H Wilmore, C Bouchard, D C Rao. Familial resemblance for free androgens and androgen glucuronides in sedentary black and white individuals: the HERITAGE Family Study. Health, Risk Factors, Exercise Training and Genetics.
The Journal of endocrinology.
2001 Aug; 170(2):485-92. doi:
10.1677/joe.0.1700485. [PMID: 11479145] - C C Slater, I Souter, C Zhang, C Guan, F Z Stanczyk, D R Mishell. Pharmacokinetics of testosterone after percutaneous gel or buccal administration.
Fertility and sterility.
2001 Jul; 76(1):32-7. doi:
10.1016/s0015-0282(01)01827-1. [PMID: 11438316] - A H Wu, A S Whittemore, L N Kolonel, F Z Stanczyk, E M John, R P Gallagher, D W West. Lifestyle determinants of 5alpha-reductase metabolites in older African-American, white, and Asian-American men.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
2001 May; 10(5):533-8. doi:
. [PMID: 11352865] - B A Mohr, H A Feldman, L A Kalish, C Longcope, J B McKinlay. Are serum hormones associated with the risk of prostate cancer? Prospective results from the Massachusetts Male Aging Study.
Urology.
2001 May; 57(5):930-5. doi:
10.1016/s0090-4295(00)01116-x. [PMID: 11337297] - C V Obiezu, A Scorilas, A Magklara, M H Thornton, C Y Wang, F Z Stanczyk, E P Diamandis. Prostate-specific antigen and human glandular kallikrein 2 are markedly elevated in urine of patients with polycystic ovary syndrome.
The Journal of clinical endocrinology and metabolism.
2001 Apr; 86(4):1558-61. doi:
10.1210/jcem.86.4.7378. [PMID: 11297583] - M G Soars, R J Riley, K A Findlay, M J Coffey, B Burchell. Evidence for significant differences in microsomal drug glucuronidation by canine and human liver and kidney.
Drug metabolism and disposition: the biological fate of chemicals.
2001 Feb; 29(2):121-6. doi:
NULL. [PMID: 11159800] - P Vexiau, C Chaspoux, P Boudou, J Fiet, Y Abramovici, M J Rueda, N Hardy, P Reygagne. Role of androgens in female-pattern androgenetic alopecia, either alone or associated with other symptoms of hyperandrogenism.
Archives of dermatological research.
2000 Dec; 292(12):598-604. doi:
10.1007/s004030000184. [PMID: 11214820] - N E Allen, P N Appleby, G K Davey, T J Key. Hormones and diet: low insulin-like growth factor-I but normal bioavailable androgens in vegan men.
British journal of cancer.
2000 Jul; 83(1):95-7. doi:
10.1054/bjoc.2000.1152. [PMID: 10883675] - C Negri, F Tosi, R Dorizzi, A Fortunato, G G Spiazzi, M Muggeo, R Castello, P Moghetti. Antiandrogen drugs lower serum prostate-specific antigen (PSA) levels in hirsute subjects: evidence that serum PSA is a marker of androgen action in women.
The Journal of clinical endocrinology and metabolism.
2000 Jan; 85(1):81-4. doi:
10.1210/jcem.85.1.6230. [PMID: 10634368] - M Gryngarten, P Bedecarràs, S Ayuso, C Bergadà, S Campo, M E Escobar. Clinical assessment and serum hormonal profile in prepubertal hypertrichosis.
Hormone research.
2000; 54(1):20-5. doi:
10.1159/000063432. [PMID: 11182631] - L Drake, M Hordinsky, V Fiedler, J Swinehart, W P Unger, P C Cotterill, D M Thiboutot, N Lowe, C Jacobson, D Whiting, S Stieglitz, S J Kraus, E I Griffin, D Weiss, P Carrington, C Gencheff, G W Cole, D M Pariser, E S Epstein, W Tanaka, A Dallob, K Vandormael, L Geissler, J Waldstreicher. The effects of finasteride on scalp skin and serum androgen levels in men with androgenetic alopecia.
Journal of the American Academy of Dermatology.
1999 Oct; 41(4):550-4. doi:
NULL. [PMID: 10495374] - J Pritchard, J P Després, J Gagnon, A Tchernof, A Nadeau, A Tremblay, C Bouchard. Plasma adrenal, gonadal, and conjugated steroids following long-term exercise-induced negative energy balance in identical twins.
Metabolism: clinical and experimental.
1999 Sep; 48(9):1120-7. doi:
10.1016/s0026-0495(99)90125-7. [PMID: 10484051] - J S Roh, J B Yoo, Y Y Hwang. Increased peripheral androgen activity in infertile Korean women with polycystic ovaries.
Human reproduction (Oxford, England).
1999 Aug; 14(8):1934-8. doi:
10.1093/humrep/14.8.1934. [PMID: 10438402] - A Sulli, C Pizzorni, R Scotto-Busato, S Accardo, M Cutolo. Androgenizing effects of cyclosporin A in rheumatoid arthritis.
Annals of the New York Academy of Sciences.
1999 Jun; 876(?):391-6. doi:
10.1111/j.1749-6632.1999.tb07663.x. [PMID: 10415634] - J Pritchard, J P Després, J Gagnon, A Tchernof, A Nadeau, A Tremblay, C Bouchard. Plasma adrenal, gonadal, and conjugated steroids before and after long-term overfeeding in identical twins.
The Journal of clinical endocrinology and metabolism.
1998 Sep; 83(9):3277-84. doi:
10.1210/jcem.83.9.5136. [PMID: 9745441] - C Wang, A Iranmanesh, N Berman, V McDonald, B Steiner, F Ziel, S M Faulkner, R E Dudley, J D Veldhuis, R S Swerdloff. Comparative pharmacokinetics of three doses of percutaneous dihydrotestosterone gel in healthy elderly men--a clinical research center study.
The Journal of clinical endocrinology and metabolism.
1998 Aug; 83(8):2749-57. doi:
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The Journal of clinical endocrinology and metabolism.
1998 Aug; 83(8):2699-705. doi:
10.1210/jcem.83.8.5041. [PMID: 9709934] - T Remer, K Pietrzik, F Manz. Short-term impact of a lactovegetarian diet on adrenocortical activity and adrenal androgens.
The Journal of clinical endocrinology and metabolism.
1998 Jun; 83(6):2132-7. doi:
10.1210/jcem.83.6.4883. [PMID: 9626151] - L Falsetti, B Rosina, D De Fusco. Serum levels of 3alpha-androstanediol glucuronide in hirsute and non hirsute women.
European journal of endocrinology.
1998 Apr; 138(4):421-4. doi:
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Wiener klinische Wochenschrift.
1997 Dec; 109(23):919-21. doi:
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Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
1997 Nov; 6(11):967-9. doi:
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Journal of gravitational physiology : a journal of the International Society for Gravitational Physiology.
1997 Jul; 4(2):P103-4. doi:
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Calcified tissue international.
1997 Jul; 61(1):1-5. doi:
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The Journal of clinical endocrinology and metabolism.
1997 May; 82(5):1373-7. doi:
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The Journal of clinical endocrinology and metabolism.
1997 May; 82(5):1528-34. doi:
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Journal of endocrinological investigation.
1997 May; 20(5):245-50. doi:
10.1007/bf03350295. [PMID: 9258802] - H L Rittner, P D Lee, W F Blum, H G Doerr, J Steiss, J Kreuder, W Rascher, W Kiess. Developmental patterns of serum 3 alpha-androstanediol glucuronide.
Journal of endocrinological investigation.
1997 Mar; 20(3):138-43. doi:
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The Journal of clinical endocrinology and metabolism.
1997 Mar; 82(3):777-80. doi:
10.1210/jcem.82.3.3792. [PMID: 9062481] - L A Lopes, C Catzeflis, I Cicotti, C Rey, P C Sizonenko. Plasma 3 alpha-androstanediol glucuronide in normal children and in congenital adrenal hyperplasia due to 21-hydroxylase deficiency.
Hormone research.
1997; 48(1):35-40. doi:
10.1159/000185366. [PMID: 9195208] - E A Joura, A Geusau, B Schneider, G Söregi, J C Huber. Serum 3 alpha-androstanediol-glucuronide is decreased in nonhirsute women with acne vulgaris.
Fertility and sterility.
1996 Dec; 66(6):1033-5. doi:
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Klinische Padiatrie.
1996 Nov; 208(6):334-8. doi:
10.1055/s-2008-1046493. [PMID: 9064375] - R Castello, F Tosi, F Perrone, C Negri, M Muggeo, P Moghetti. Outcome of long-term treatment with the 5 alpha-reductase inhibitor finasteride in idiopathic hirsutism: clinical and hormonal effects during a 1-year course of therapy and 1-year follow-up.
Fertility and sterility.
1996 Nov; 66(5):734-40. doi:
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Journal of the National Cancer Institute.
1996 Aug; 88(16):1118-26. doi:
10.1093/jnci/88.16.1118. [PMID: 8757191] - J Pfeilschifter, C Scheidt-Nave, G Leidig-Bruckner, H W Woitge, W F Blum, C Wüster, D Haack, R Ziegler. Relationship between circulating insulin-like growth factor components and sex hormones in a population-based sample of 50- to 80-year-old men and women.
The Journal of clinical endocrinology and metabolism.
1996 Jul; 81(7):2534-40. doi:
10.1210/jcem.81.7.8675573. [PMID: 8675573] - J Brind, N Borofsky, K Chervinsky, J H Vogelman, N Orentreich. A simple, differential extraction method for the simultaneous direct radioimmunoassay of androgens and androgen glucuronides in human serum.
Steroids.
1996 Jul; 61(7):429-32. doi:
10.1016/0039-128x(96)00063-3. [PMID: 8837296] - R A Anderson, A M Wallace, F C Wu. Comparison between testosterone enanthate-induced azoospermia and oligozoospermia in a male contraceptive study. III. Higher 5 alpha-reductase activity in oligozoospermic men administered supraphysiological doses of testosterone.
The Journal of clinical endocrinology and metabolism.
1996 Mar; 81(3):902-8. doi:
10.1210/jcem.81.3.8772548. [PMID: 8772548] - T Remer, K Pietrzik, F Manz. The short-term effect of dietary pectin on plasma levels and renal excretion of dehydroepiandrosterone sulfate.
Zeitschrift fur Ernahrungswissenschaft.
1996 Mar; 35(1):32-8. doi:
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