Leuprolide (BioDeep_00000016482)
代谢物信息卡片
化学式: C59H84N16O12 (1208.6454304)
中文名称: 亮丙瑞林
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCNC(=O)C1CCCN1C(=O)C(CCCN=C(N)N)NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC2=CC=C(C=C2)O)NC(=O)C(CO)NC(=O)C(CC3=CNC4=CC=CC=C43)NC(=O)C(CC5=CN=CN5)NC(=O)C6CCC(=O)N6
InChI: InChI=1S/C59H84N16O12/c1-6-63-57(86)48-14-10-22-75(48)58(87)41(13-9-21-64-59(60)61)68-51(80)42(23-32(2)3)69-52(81)43(24-33(4)5)70-53(82)44(25-34-15-17-37(77)18-16-34)71-56(85)47(30-76)74-54(83)45(26-35-28-65-39-12-8-7-11-38(35)39)72-55(84)46(27-36-29-62-31-66-36)73-50(79)40-19-20-49(78)67-40/h7-8,11-12,15-18,28-29,31-33,40-48,65,76-77H,6,9-10,13-14,19-27,30H2,1-5H3,(H,62,66)(H,63,86)(H,67,78)(H,68,80)(H,69,81)(H,70,82)(H,71,85)(H,72,84)(H,73,79)(H,74,83)(H4,60,61,64)/t40-,41-,42-,43+,44-,45-,46-,47-,48-/m0/s1
描述信息
L - Antineoplastic and immunomodulating agents > L02 - Endocrine therapy > L02A - Hormones and related agents > L02AE - Gonadotropin releasing hormone analogues
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1910 - Gonadotropin-releasing Hormone Analog
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
D012102 - Reproductive Control Agents > D005299 - Fertility Agents
D000970 - Antineoplastic Agents
同义名列表
7 个代谢物同义名
Leuprolide TFA; Leuprolide; (2S)-1-[(2S)-5-carbamimidamido-2-{[(2S)-2-{[(2R)-2-{[(2S)-2-{[(2S)-1,3-dihydroxy-2-{[(2S)-1-hydroxy-2-{[(2S)-1-hydroxy-2-({hydroxy[(2S)-5-hydroxy-3,4-dihydro-2H-pyrrol-2-yl]methylidene}amino)-3-(1H-imidazol-5-yl)propylidene]amino}-3-(1H-indol-3-yl)propylidene]amino}propylidene]amino}-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-1-hydroxy-4-methylpentylidene]amino}-1-hydroxy-4-methylpentylidene]amino}pentanoyl]-N-ethylpyrrolidine-2-carboximidic acid; Leuprolide acetate (USAN); Leuprorelin acetate (JAN); Leuprorelin; Leuprolide
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:6427
- KEGG: C75519
- KEGG: C08189
- PubChem: 657181
- Metlin: METLIN96177
- Metlin: METLIN571
- DrugBank: DB00007
- ChEMBL: CHEMBL1201199
- MeSH: Leuprolide
- CAS: 53714-56-0
- KEGG: C07612
- PubChem: 9814
- KNApSAcK: 6427
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
- Neal D Shore, Bryan A Mehlhaff, Michael S Cookson, Daniel R Saltzstein, Ronald Tutrone, Bruce Brown, Sophia Lu, Mark Fallick, Sarah Hanson, Fred Saad. Impact of Concomitant Cardiovascular Therapies on Efficacy and Safety of Relugolix vs Leuprolide: Subgroup Analysis from HERO Study in Advanced Prostate Cancer.
Advances in therapy.
2023 11; 40(11):4919-4927. doi:
10.1007/s12325-023-02634-7
. [PMID: 37713020] - Minsung Kim, Ju Hee Kim, Seyeon Kim, Ravi Maharjan, Nam Ah Kim, Seong Hoon Jeong. New long-acting injectable microspheres prepared by IVL-DrugFluidic™ system: 1-month and 3-month in vivo drug delivery of leuprolide.
International journal of pharmaceutics.
2022 Jun; 622(?):121875. doi:
10.1016/j.ijpharm.2022.121875
. [PMID: 35636628] - Hiroshi Sasaki, Kenta Miki, Kojiro Tashiro, Keiichiro Mori, Fumihiko Urabe, Wataru Fukuokaya, Takahiro Kimura, Shun Sato, Hiroyuki Takahashi, Manabu Aoki, Shin Egawa. Differences in sex hormone recovery profile after cessation of 12-week gonadotropin-releasing hormone antagonist versus agonist therapy.
Andrology.
2022 02; 10(2):270-278. doi:
10.1111/andr.13107
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The Prostate.
2022 01; 82(1):13-25. doi:
10.1002/pros.24244
. [PMID: 34570375] - Daniel J George, David P Dearnaley. Relugolix, an oral gonadotropin-releasing hormone antagonist for the treatment of prostate cancer.
Future oncology (London, England).
2021 Nov; 17(33):4431-4446. doi:
10.2217/fon-2021-0575
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The Journal of clinical endocrinology and metabolism.
2021 10; 106(11):e4520-e4530. doi:
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Contemporary clinical trials.
2021 08; 107(?):106488. doi:
10.1016/j.cct.2021.106488
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Prostate cancer and prostatic diseases.
2021 06; 24(2):389-397. doi:
10.1038/s41391-020-00288-y
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Zoo biology.
2021 Mar; 40(2):135-141. doi:
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Pharmaceutical research.
2021 Mar; 38(3):503-513. doi:
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Reproductive biomedicine online.
2021 Feb; 42(2):421-428. doi:
10.1016/j.rbmo.2020.10.012
. [PMID: 33279419] - M Skiba, S Fatmi, N Elkasri, Y Karrout, M Lahiani-Skiba. Development, validation and method stability study of a LC-MS method to quantify leuprolide (Hormone analog) in human plasma.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2020 Dec; 1160(?):122345. doi:
10.1016/j.jchromb.2020.122345
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Anti-cancer drugs.
2020 11; 31(10):1099-1102. doi:
10.1097/cad.0000000000000986
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Journal of neurology, neurosurgery, and psychiatry.
2020 10; 91(10):1085-1091. doi:
10.1136/jnnp-2020-322949
. [PMID: 32934110] - Mian Fu, Xiaomei Zhuang, Tianhong Zhang, Ying Guan, Qingbin Meng, Yongjun Zhang. Hydrogen-Bonded Films for Zero-Order Release of Leuprolide.
Macromolecular bioscience.
2020 09; 20(9):e2000050. doi:
10.1002/mabi.202000050
. [PMID: 32633851] - Karen Y Kwok, Timmy L S Choi, Wai Him Kwok, Ming Yip Lau, Elvis M K Leung, Gary N W Leung, Jenny K Y Wong, Terence S M Wan, Farrington F Adrian, Anil Prabhu, Emmie N M Ho. Detection of bioactive peptides including gonadotrophin-releasing factors (GnRHs) in horse urine using ultra-high performance liquid chromatography-high resolution mass spectrometry (UHPLC/HRMS).
Drug testing and analysis.
2020 Sep; 12(9):1274-1286. doi:
10.1002/dta.2880
. [PMID: 32558326] - Yu Seob Shin, Dong Sup Lee. Re: Impact of androgen deprivation therapy on volume reduction and lower urinary tract symptoms in patients with prostate cancer.
Lower urinary tract symptoms.
2020 09; 12(3):293-294. doi:
10.1111/luts.12310
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Epidemiologia e prevenzione.
2020 Sep; 44(5-6 Suppl 2):26-27. doi:
10.19191/ep20.5-6.s2.099
. [PMID: 33412790] - Camille Dumont, Ana Beloqui, Cédric Miolane, Sandrine Bourgeois, Véronique Préat, Hatem Fessi, Vincent Jannin. Solid lipid nanocarriers diffuse effectively through mucus and enter intestinal cells - but where is my peptide?.
International journal of pharmaceutics.
2020 Aug; 586(?):119581. doi:
10.1016/j.ijpharm.2020.119581
. [PMID: 32603838] - Harutake Sawazaki, Daiji Araki, Yosuke Kitamura, Kota Yagi. Metabolic changes with degarelix vs leuprolide plus bicalutamide in patients with prostate cancer: a randomized clinical study.
World journal of urology.
2020 Jun; 38(6):1465-1471. doi:
10.1007/s00345-019-02937-x
. [PMID: 31482294] - Szu-Yuan Chou, Cindy Chan, Yu-Chieh Lee, Tzu-Ning Yu, Chii-Ruey Tzeng, Chi-Huang Chen. Evaluation of adenomyosis after gonadotrophin-releasing hormone agonist therapy using ultrasound post-processing imaging: a pilot study.
The Journal of international medical research.
2020 Jun; 48(6):300060520920056. doi:
10.1177/0300060520920056
. [PMID: 32536293] - Carla S M de Freitas, Aleida N Soares. Efficacy of Leuprorelide acetate (Eligard®) in daily practice in Brazil: a retrospective study with depot formulations in patients with prostate cancer.
International braz j urol : official journal of the Brazilian Society of Urology.
2020 May; 46(3):383-389. doi:
10.1590/s1677-5538.ibju.2019.0212
. [PMID: 32167701] - Thalia R Segal, Peyvand Amini, Junye Wang, Gregory Peters, Yelenna Skomorovska-Prokvolit, Monica A Mainigi, James M Goldfarb, Sam Mesiano, Rachel Weinerman. Superovulation with human chorionic gonadotropin (hCG) trigger and gonadotropin releasing hormone agonist (GnRHa) trigger differentially alter essential angiogenic factors in the endometrium in a mouse ART model†.
Biology of reproduction.
2020 04; 102(5):1122-1133. doi:
10.1093/biolre/ioaa014
. [PMID: 31995151] - Özge Yüce, Aysun Bideci, Nurullah Çelik, Orhun Çamurdan, Peyami Cinaz. Diagnostic value of urinary luteinizing hormone levels in the monitoring of precocious puberty treatment.
Archives of endocrinology and metabolism.
2020 Apr; 64(2):121-127. doi:
10.20945/2359-3997000000212
. [PMID: 32236310] - Jessica E Hawley, Samuel Pan, William D Figg, Zoila A Lopez-Bujanda, Jonathan D Strope, David H Aggen, Matthew C Dallos, Emerson A Lim, Mark N Stein, Jianhua Hu, Charles G Drake. Association between immunosuppressive cytokines and PSA progression in biochemically recurrent prostate cancer treated with intermittent hormonal therapy.
The Prostate.
2020 03; 80(4):336-344. doi:
10.1002/pros.23948
. [PMID: 31899823] - Neal Shore, Ivan Mincik, Mark DeGuenther, Vladimir Student, Mindaugas Jievaltas, Jitka Patockova, Kelle Simpson, Chu-Hsuan Hu, Shih-Tsung Huang, Yuhua Li, Yisheng Lee, Ben Chien, John Mao. A phase 3, open-label, multicenter study of a 6-month pre-mixed depot formulation of leuprolide mesylate in advanced prostate cancer patients.
World journal of urology.
2020 Jan; 38(1):111-119. doi:
10.1007/s00345-019-02741-7
. [PMID: 30941562] - Yuehong Tao, Caiyun Si, Haiyan Li, Jing Han, Huidan Hou, Mei Yang. Effect of gonadotropin-releasing hormone analog on ovarian reserve in children with central precocious puberty.
Annals of palliative medicine.
2020 Jan; 9(1):53-62. doi:
10.21037/apm.2020.01.04
. [PMID: 32005063] - Alpesh Goyal, Rakhi Malhotra, Vidushi Kulshrestha, Garima Kachhawa. Severe hyperandrogenism due to ovarian hyperthecosis in a young woman.
BMJ case reports.
2019 Dec; 12(12):. doi:
10.1136/bcr-2019-232783
. [PMID: 31852694] - Chengyu Wu, Xianjin Luo, Stefania G Baldursdottir, Mingshi Yang, Xun Sun, Huiling Mu. In vivo evaluation of solid lipid microparticles and hybrid polymer-lipid microparticles for sustained delivery of leuprolide.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.
2019 Sep; 142(?):315-321. doi:
10.1016/j.ejpb.2019.07.010
. [PMID: 31299277] - Darren J Bryk, Kenneth W Angermeier, Eric A Klein. A Case of Metastatic Prostate Cancer to the Urethra That Resolved After Androgen Deprivation Therapy.
Urology.
2019 Jul; 129(?):e4-e5. doi:
10.1016/j.urology.2019.03.022
. [PMID: 30935936] - Myungsun Shim, Woo Jin Bang, Cheol Young Oh, Yong Seong Lee, Jin Seon Cho. Effectiveness of three different luteinizing hormone-releasing hormone agonists in the chemical castration of patients with prostate cancer: Goserelin versus triptorelin versus leuprolide.
Investigative and clinical urology.
2019 07; 60(4):244-250. doi:
10.4111/icu.2019.60.4.244
. [PMID: 31294133] - Camille Dumont, Sandrine Bourgeois, Hatem Fessi, Pierre-Yves Dugas, Vincent Jannin. In-vitro evaluation of solid lipid nanoparticles: Ability to encapsulate, release and ensure effective protection of peptides in the gastrointestinal tract.
International journal of pharmaceutics.
2019 Jun; 565(?):409-418. doi:
10.1016/j.ijpharm.2019.05.037
. [PMID: 31100381] - Leo Han, Emily Padua, Kyle D Hart, Alison Edelman, Jeffrey T Jensen. Comparing cervical mucus changes in response to an oral progestin or oestrogen withdrawal in ovarian-suppressed women: a clinical pilot.
The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception.
2019 Jun; 24(3):209-215. doi:
10.1080/13625187.2019.1605503
. [PMID: 31066303] - Wonshik Han, Hyun Jo Youn. Clinical Studies Investigating the Use of Leuprorelin in Breast Cancer Patients from Asia.
Asian Pacific journal of cancer prevention : APJCP.
2019 May; 20(5):1475-1479. doi:
10.31557/apjcp.2019.20.5.1475
. [PMID: 31127911] - Thomas D'Hooghe, Takao Fukaya, Yutaka Osuga, Robin Besuyen, Beatriz López, Gertjan M Holtkamp, Kentaro Miyazaki, Laurence Skillern. Efficacy and safety of ASP1707 for endometriosis-associated pelvic pain: the phase II randomized controlled TERRA study.
Human reproduction (Oxford, England).
2019 05; 34(5):813-823. doi:
10.1093/humrep/dez028
. [PMID: 31067329] - Imran Nazir, Mulazim Hussain Asim, Aida Dizdarević, Andreas Bernkop-Schnürch. Self-emulsifying drug delivery systems: Impact of stability of hydrophobic ion pairs on drug release.
International journal of pharmaceutics.
2019 Apr; 561(?):197-205. doi:
10.1016/j.ijpharm.2019.03.001
. [PMID: 30836151] - Neil R Parikh, Claudia Huiza, Jill S Patel, Sonny Tsai, Nathisha Kalpage, May Thein, Sage Pitcher, Steve P Lee, Warren S Inouye, Mark L Jordan, Homayoon Sanati, Lida Jafari, Carol J Bennett, Greg E Gin, Amar U Kishan, Robert E Reiter, Michael Lewis, Ahmad Sadeghi, William J Aronson, Isla P Garraway, Matthew B Rettig, Nicholas G Nickols. Systemic and tumor-directed therapy for oligometastatic prostate cancer: study protocol for a phase II trial for veterans with de novo oligometastatic disease.
BMC cancer.
2019 Apr; 19(1):291. doi:
10.1186/s12885-019-5496-5
. [PMID: 30935383] - Saied Saeed Hosseiny Davarani, Ahmad Pourahadi, Peivand Ghasemzadeh. Quantification of controlled release leuprolide and triptorelin in rabbit plasma using electromembrane extraction coupled with HPLC-UV.
Electrophoresis.
2019 04; 40(7):1074-1081. doi:
10.1002/elps.201800481
. [PMID: 30653693] - Neal D Shore, Sílvia Guerrero, Rosa Ma Sanahuja, Gemma Gambús, Antonio Parente. A New Sustained-release, 3-Month Leuprolide Acetate Formulation Achieves and Maintains Castrate Concentrations of Testosterone in Patients With Prostate Cancer.
Clinical therapeutics.
2019 03; 41(3):412-425. doi:
10.1016/j.clinthera.2019.01.004
. [PMID: 30929678] - Jung Kwon Kim, Jung Jun Kim, Taek Won Gang, Tae Kyun Kwon, Hong Sup Kim, Seung Chul Park, Jae-Shin Park, Jong-Yeon Park, Seok Joong Yoon, Youn-Soo Jeon, Jin Seon Cho, Kwan Joong Joo, Sung-Hoo Hong, Seok-Soo Byun. The current status of hormone treatment for prostate cancer patients in Korean real-world practice: a multi-institutional observational study.
Asian journal of andrology.
2019 Mar; 21(2):115-120. doi:
10.4103/aja.aja_95_18
. [PMID: 30604695] - Naoki Nishizawa, Taiji Asami, Kimiko Nishibori, Yoshihiro Takatsu, Atsuko Suzuki, Kazutaka Ushio, Shin-Ichi Matsumoto, Yuji Shimizu, Masashi Yamaguchi, Masami Kusaka, Hisanori Matsui, Tetsuya Ohtaki, Chieko Kitada. A new class of pentapeptide KISS1 receptor agonists with hypothalamic-pituitary-gonadal axis activation.
Bioorganic & medicinal chemistry letters.
2019 02; 29(4):654-658. doi:
10.1016/j.bmcl.2018.12.016
. [PMID: 30598349] - Roshni Patel, Gaurang Shah. Evaluation of ovarian and metabolic effects of GnRH modulators in two rat models of polycystic ovary syndrome.
Molecular reproduction and development.
2018 10; 85(10):778-789. doi:
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Current medical science.
2018 Aug; 38(4):626-631. doi:
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Marine drugs.
2018 May; 16(6):. doi:
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Urology journal.
2018 05; 15(3):104-108. doi:
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. [PMID: 29388185] - Ayça Altıncık, Oya Sayın. Serum Nesfatin-1 Levels in Girls with Idiopathic Central Precocious Puberty.
Journal of clinical research in pediatric endocrinology.
2018 Mar; 10(1):8-12. doi:
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. [PMID: 28739555] - Arpita Patel, Amit Tyagi, Rakesh Kumar Sharma, Hetal Thakkar. Formulation of 99mTechnetium-labeled leuprolide loaded liposomes and its biodistribution study in New Zealand white female rabbits for assessment of its uterine targeting efficiency.
Drug delivery and translational research.
2018 Feb; 8(1):43-53. doi:
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Biomedical research (Tokyo, Japan).
2018; 39(4):197-214. doi:
10.2220/biomedres.39.197
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The Journal of pediatrics.
2017 11; 190(?):229-235. doi:
10.1016/j.jpeds.2017.07.047
. [PMID: 29144249] - Bertrand Tombal, Erik B Cornel, Raj Persad, Anny Stari, Francisco Gómez Veiga, Claude Schulman. Clinical Outcomes and Testosterone Levels Following Continuous Androgen Deprivation in Patients with Relapsing or Locally Advanced Prostate Cancer: A Post Hoc Analysis of the ICELAND Study.
The Journal of urology.
2017 11; 198(5):1054-1060. doi:
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. [PMID: 28552710] - Sylvia Santosa, Nikki C Bush, Michael D Jensen. Acute Testosterone Deficiency Alters Adipose Tissue Fatty Acid Storage.
The Journal of clinical endocrinology and metabolism.
2017 08; 102(8):3056-3064. doi:
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. [PMID: 28641384] - Nigel Pereira, Jovana P Lekovich, Isaac Kligman, Zev Rosenwaks. Severe ovarian hyperstimulation syndrome after combined GnRH-agonist and low-dose human chorionic gonadotropin trigger in a patient with a single kidney.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology.
2017 Aug; 33(8):593-597. doi:
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Endocrine-related cancer.
2017 08; 24(8):393-404. doi:
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Journal of medical case reports.
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The Journal of clinical endocrinology and metabolism.
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Clinical cancer research : an official journal of the American Association for Cancer Research.
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The Journal of clinical endocrinology and metabolism.
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European urology.
2016 Apr; 69(4):720-727. doi:
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Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology.
2016; 32(3):250-2. doi:
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Clinical and experimental obstetrics & gynecology.
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European journal of obstetrics, gynecology, and reproductive biology.
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Japanese journal of clinical oncology.
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The Journal of clinical endocrinology and metabolism.
2015 Oct; 100(10):3725-34. doi:
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Journal of pediatric endocrinology & metabolism : JPEM.
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Journal of avian medicine and surgery.
2015 Sep; 29(3):224-30. doi:
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Fertility and sterility.
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American journal of men's health.
2015 Sep; 9(5):430-4. doi:
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The journal of obstetrics and gynaecology research.
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Zhonghua fu chan ke za zhi.
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Clinical and experimental obstetrics & gynecology.
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Clinical and experimental obstetrics & gynecology.
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PloS one.
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Acta histochemica.
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European journal of obstetrics, gynecology, and reproductive biology.
2015 Jan; 184(?):1-6. doi:
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Journal of peptide science : an official publication of the European Peptide Society.
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European journal of obstetrics, gynecology, and reproductive biology.
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European journal of obstetrics, gynecology, and reproductive biology.
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Journal of clinical oncology : official journal of the American Society of Clinical Oncology.
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Archives of gynecology and obstetrics.
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Urologic oncology.
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The Journal of family practice.
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European journal of obstetrics, gynecology, and reproductive biology.
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