Norethynodrel (BioDeep_00000009786)
代谢物信息卡片
Norethynodrel
化学式: C20H26O2 (298.1933)
中文名称: 异炔诺酮
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C#CC1(O)CCC2C3CCC4=C(CCC(=O)C4)C3CCC21C
InChI: InChI=1S/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,16-18,22H,4-12H2,2H3/t16-,17-,18+,19+,20+/m1/s1
描述信息
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone
D012102 - Reproductive Control Agents > D003270 - Contraceptive Agents
Same as: D05207
同义名列表
2 个代谢物同义名
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:34895
- KEGG: C14249
- KEGGdrug: D05207
- PubChem: 6231
- Metlin: METLIN43279
- DrugBank: DB09371
- ChEMBL: CHEMBL1387
- MeSH: Norethynodrel
- CAS: 68-23-5
- PMhub: MS000023604
- PubChem: 7847059
- NIKKAJI: J4.857G
- KNApSAcK: 34895
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
- Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology.
2019 11; 96(5):629-640. doi:
10.1124/mol.119.115964. [PMID: 31515284] - Huixiao Hong, William S Branham, Hui Wen Ng, Carrie L Moland, Stacey L Dial, Hong Fang, Roger Perkins, Daniel Sheehan, Weida Tong. Human sex hormone-binding globulin binding affinities of 125 structurally diverse chemicals and comparison with their binding to androgen receptor, estrogen receptor, and α-fetoprotein.
Toxicological sciences : an official journal of the Society of Toxicology.
2015 Feb; 143(2):333-48. doi:
10.1093/toxsci/kfu231. [PMID: 25349334] - Frédéric Balssa, Michael Fischer, Yves Bonnaire. Easy stereoselective synthesis of 5α-estrane-3β,17α-diol, the major metabolite of nandrolone in the horse.
Steroids.
2011 Jun; 76(7):667-8. doi:
10.1016/j.steroids.2011.03.004. [PMID: 21419146] - Ming Zuo, Ming-Jie Gao, Zhen Liu, Lei Cai, Geng-Li Duan. Stereoselectivity in metabolic 3-reduction of tibolone in healthy Chinese female volunteers.
Acta pharmacologica Sinica.
2005 Dec; 26(12):1527-30. doi:
10.1111/j.1745-7254.2005.00228.x. [PMID: 16297354] - Julie C Brodeur, Kent B Woodburn, Gary M Klecka. Potentiation of the vitellogenic response to 17alpha-ethinylestradiol by cortisol in the fathead minnow Pimephales promelas.
Environmental toxicology and chemistry.
2005 May; 24(5):1125-32. doi:
10.1897/04-309r.1. [PMID: 16110990] - Martina Fenske, Gerd Maack, Christoph Schäfers, Helmut Segner. An environmentally relevant concentration of estrogen induces arrest of male gonad development in zebrafish, Danio rerio.
Environmental toxicology and chemistry.
2005 May; 24(5):1088-98. doi:
10.1897/04-096r1.1. [PMID: 16110986] - Markus Liebig, Philipp Egeler, Jörg Oehlmann, Thomas Knacker. Bioaccumulation of 14C-17alpha-ethinylestradiol by the aquatic oligochaete Lumbriculus variegatus in spiked artificial sediment.
Chemosphere.
2005 Apr; 59(2):271-80. doi:
10.1016/j.chemosphere.2004.10.051. [PMID: 15722099] - Rebecca A Shirk, Zhiming Zhang, Richard C Winneker. Differential effects of estrogens and progestins on the anticoagulant tissue factor pathway inhibitor in the rat.
The Journal of steroid biochemistry and molecular biology.
2005 Mar; 94(4):361-8. doi:
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Environmental toxicology and chemistry.
2005 Feb; 24(2):352-9. doi:
10.1897/04-016r.1. [PMID: 15719995] - Ming Zuo, Ming-jie Gao, Zhen Liu, Lei Cai, Geng-Li Duan. p-Toluenesulfonyl isocyanate as a novel derivatization reagent to enhance the electrospray ionization and its application in the determination of two stereo isomers of 3-hydroxyl-7-methyl-norethynodrel in plasma.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2005 Jan; 814(2):331-7. doi:
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Chemical research in toxicology.
2003 Oct; 16(10):1338-58. doi:
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Endocrinology.
1992 Feb; 130(2):708-16. doi:
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The Indian journal of medical research.
1986 Dec; 84(?):640-4. doi:
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Annals of internal medicine.
1986 Sep; 105(3):371-4. doi:
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Acta endocrinologica.
1986 Jun; 112(2):278-83. doi:
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The American journal of physiology.
1985 May; 248(5 Pt 2):H695-9. doi:
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Contraception, fertilite, sexualite.
1985 Jan; 13(1 Suppl):425-30. doi:
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Journal of adolescent health care : official publication of the Society for Adolescent Medicine.
1983 Dec; 4(4):257-60. doi:
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Contraception.
1983 Oct; 28(4):337-40. doi:
10.1016/0010-7824(83)90035-5. [PMID: 6667622] - E M Wien, O A Ojo. Serum vitamin A, carotene and cholesterol levels in Nigerian women using various types of contraceptives.
Nutrition reports international.
1982 Apr; 25(4):687-96. doi:
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Progress in clinical and biological research.
1982; 102 pt A(?):409-21. doi:
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Stroke.
1981 Jan; 12(1):101-5. doi:
10.1161/01.str.12.1.101. [PMID: 7222151] - M P Nikolaev, N S Tarasenkova. [Hormonal therapy of attacks of Ménière's disease in women with ovarian hypofunction].
Vestnik otorinolaringologii.
1980 Mar; ?(2):33-7. doi:
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Artery.
1980; 6(4):307-19. doi:
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Pharmacology.
1980; 20(6):292-7. doi:
10.1159/000137383. [PMID: 7403252] - A G Bogdanova, N N Mezinova. [Use of hormone loading tests for assessing the source of hyperestrogenism and the functional state of the ovaries in breast cancer patients in menopause].
Voprosy onkologii.
1979; 25(5):20-3. doi:
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Archives of gynecology.
1978 Dec; 226(4):303-6. doi:
10.1007/bf02119220. [PMID: 736629] - R V Hyne, R N Murdoch, B Boettcher. The metabolism and motility of human spermatozoa in the presence of steroid hormones and synthetic progestagens.
Journal of reproduction and fertility.
1978 Jul; 53(2):315-22. doi:
10.1530/jrf.0.0530315. [PMID: 690978] - J A Goldman. Intravenous glucose tolerance after 18 months on progestogen or combination-type oral contraceptive.
Israel journal of medical sciences.
1978 Mar; 14(3):324-7. doi:
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Journal of toxicology and environmental health.
1977 Sep; 3(1-2):139-66. doi:
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American journal of obstetrics and gynecology.
1977 Aug; 128(8):851-7. doi:
10.1016/0002-9378(77)90052-7. [PMID: 888862] - C C Tangney, J A Driskell. Combined-type oral contraceptives and plasma triglyceride and cholesterol levels of young women.
Nutrition reports international.
1977 Jul; 16(1):139-46. doi:
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Diabetologia.
1977 Apr; 13(2):89-91. doi:
10.1007/bf00745133. [PMID: 856654] - B C Wexler. Comparative effects of cortisone, dianabol and enovid on isoprenaline-induced myocardial infarction in arteriosclerotic vs nonarteriosclerotic rats.
British journal of experimental pathology.
1976 Dec; 57(6):663-85. doi:
NULL. [PMID: 1008997] - D S Sachan. Induction of microsomal drug metabolizing enzymes by oral contraceptives in protein-malnourished rats.
The Journal of nutrition.
1976 Nov; 106(11):1569-76. doi:
10.1093/jn/106.11.1569. [PMID: 824420] - M O Keith, O Pelletier. The effects of an oral contraceptive, ascorbic acid and iron on glucose and copper metabolism in the rat.
Nutrition reports international.
1976 Mar; 13(3):273-80. doi:
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Acta pharmaceutica Hungarica.
1976 Mar; 46(2):73-7. doi:
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Nutrition reports international.
1976 Feb; 13(2):217-24. doi:
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Metabolism: clinical and experimental.
1976 Feb; 25(2):139-45. doi:
10.1016/0026-0495(76)90044-5. [PMID: 1250155] - L Aftergood, R B Alfin-Slater. An evaluation in rats of nutritional status and reproduction performance post oral contraceptive therapy.
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1976; 46(1):66-74. doi:
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British medical journal.
1975 Nov; 4(5992):326-7. doi:
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Journal of steroid biochemistry.
1975 Nov; 6(11-12):1495-9. doi:
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Acta pharmacologica et toxicologica.
1975 Nov; 37(5):361-8. doi:
10.1111/j.1600-0773.1975.tb00854.x. [PMID: 887] - I Weinstein, R Belitsky, S Seedman, M J Friegly, T N Trasher. Effect of long-term therapy with an oral contraceptive on some aspects of hepatic lipid metabolism in vitro.
Biochemical pharmacology.
1975 Sep; 24(17):1583-8. doi:
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Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.).
1975 Jun; 149(2):417-21. doi:
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Experientia.
1975 Apr; 31(4):416-7. doi:
10.1007/bf02026349. [PMID: 1120499] - J A Goldman. Effect of ethynodiol diacetate and combination--type oral contraceptive compounds on carbohydrate metabolism. I. Six month intravenous glucose tolerance study.
Diabetologia.
1975 Feb; 11(1):45-8. doi:
10.1007/bf00422817. [PMID: 1140518] - G N Than, I F Csaba, N J Karg, D G Szabo. Investigation of the serum level of pregnancy-associated alpha2-globulin during contraceptive treatment by means of radial immunodiffusion method.
International journal of fertility.
1975; 20(1):27-9. doi:
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Obstetrics and gynecology.
1974 Oct; 44(4):511-21. doi:
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Sovetskaia meditsina.
1974 Jun; 37(6):110-4. doi:
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The Journal of endocrinology.
1974 Apr; 61(1):XXX-XXXI. doi:
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Obstetrics and gynecology.
1974 Apr; 43(4):535-8. doi:
NULL. [PMID: 4361441] - D R Mishell. Current status of contraceptive steroids and the intrauterine device.
Clinical obstetrics and gynecology.
1974 Mar; 17(1):35-51. doi:
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Drug metabolism and disposition: the biological fate of chemicals.
1974 Mar; 2(2):159-68. doi:
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Angiology.
1974 Mar; 25(3):197-227. doi:
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Lipids.
1974 Feb; 9(2):91-6. doi:
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Analytical biochemistry.
1973 Nov; 56(1):178-90. doi:
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The Journal of nutrition.
1973 Sep; 103(9):1270-8. doi:
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Toxicology and applied pharmacology.
1973 Aug; 25(4):560-8. doi:
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Toxicology and applied pharmacology.
1973 Jan; 24(1):125-32. doi:
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Biochemical medicine.
1972 Dec; 6(6):483-94. doi:
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The Journal of pharmacology and experimental therapeutics.
1972 Oct; 183(1):197-205. doi:
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Canadian journal of physiology and pharmacology.
1972 Oct; 50(10):967-70. doi:
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The American journal of clinical nutrition.
1972 Jul; 25(7):684-9. doi:
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Revista medica de Chile.
1972 Jun; 100(6):630-4. doi:
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American journal of obstetrics and gynecology.
1972 Jun; 113(3):420-32. doi:
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Xenobiotica; the fate of foreign compounds in biological systems.
1972 May; 2(3):237-52. doi:
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Xenobiotica; the fate of foreign compounds in biological systems.
1972 May; 2(3):253-8. doi:
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Indian journal of biochemistry & biophysics.
1972 Mar; 9(1):64-6. doi:
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Zeitschrift fur Ernahrungswissenschaft. Journal of nutritional sciences. Supplementa.
1972; 12(?):Suppl 12:67-72. doi:
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Acta vitaminologica et enzymologica.
1972; 26(3):93-7. doi:
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Zeitschrift fur Ernahrungswissenschaft. Journal of nutritional sciences. Supplementa.
1972; 12(?):Suppl 12:22-31. doi:
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Nutrition reports international.
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Psychosomatic medicine.
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The American journal of clinical nutrition.
1971 Jul; 24(7):792-9. doi:
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Journal of lipid research.
1971 May; 12(3):306-12. doi:
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Acta endocrinologica.
1971 Mar; 66(3):385-400. doi:
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The Journal of pharmacology and experimental therapeutics.
1971 Feb; 176(2):273-83. doi:
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Nuclear-Medizin.
1971; 10(4):299-304. doi:
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Sovetskaia meditsina.
1971 Jan; 34(1):34-7. doi:
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Fertility and sterility.
1970 Dec; 21(12):854-9. doi:
10.1016/s0015-0282(16)37926-2. [PMID: 4320503] - R Saucier, R C Banerjee, P Brazeau, S M Husain. Effects of norethynodrel on the tissue distribution of H3-estradiol- 17-beta in ovariectomized rats.
Steroids.
1970 Oct; 16(4):463-70. doi:
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The Journal of clinical endocrinology and metabolism.
1970 Oct; 31(4):397-408. doi:
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Journal of the National Medical Association.
1970 Sep; 62(5):331-3. doi:
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Archives of dermatology.
1970 Sep; 102(3):260-6. doi:
NULL. [PMID: 5456016] - M A Kirschner, C W Bardin, W C Hembree, G T Ross. Effect of estrogen administration on androgen production and plasma luteinizing hormone in hirsute women.
The Journal of clinical endocrinology and metabolism.
1970 Jun; 30(6):727-32. doi:
10.1210/jcem-30-6-727. [PMID: 5444560] - E Toth, J Kobor, N Rhan. [Laboratory studies and contraceptives].
Zeitschrift fur Geburtshilfe und Gynakologie.
1970 Jun; 172(?):267-72. doi:
NULL. [PMID: 12156323] - J Weidenfeld, M Salzberger, Y Pardo, M Finkelstein. Ovarian pregnanetriol test for the assessment of potential ovulatory capacity of infertile women.
Fertility and sterility.
1970 Jun; 21(6):495-501. doi:
10.1016/s0015-0282(16)37565-3. [PMID: 5508515] - W E Schreiner. [Side effects of contraceptive drugs].
Schweizerische medizinische Wochenschrift.
1970 May; 100(18):778-84. doi:
NULL. [PMID: 5494369] - H Wolf, J M Price, R R Brown, P O Madsen. Studies on tryptophan metabolism in male subjects treated with progestational agents.
Scandinavian journal of clinical and laboratory investigation.
1970 May; 25(3):237-49. doi:
10.3109/00365517009046201. [PMID: 5450678] - N F Goldsmith, N Pace, J P Baumberger, H Ury. Magnesium and citrate during the menstrual cycle: effect of an oral contraceptive on serum magnesium.
Fertility and sterility.
1970 Apr; 21(4):292-300. doi:
10.1016/s0015-0282(16)37444-1. [PMID: 5508498] - A V Schally, A F Parlow, W H Carter, M Saito, C Y Bowers, A Arimura. Studies on the site of action of oral contraceptive steroids. II. Plasma LH and FSH levels after administration of antifertility steroids and LH-releasing hormone(LH-RH).
Endocrinology.
1970 Mar; 86(3):530-41. doi:
10.1210/endo-86-3-530. [PMID: 4188612] - D G Corredor, L V Mendelsohn, G Sabeh, J H Sunder, T S Danowski. Serum lipids during oral contraceptive exposure.
Clinical pharmacology and therapeutics.
1970 Mar; 11(2):188-93. doi:
10.1002/cpt1970112188. [PMID: 5416850] - K Manoharan, M G Yang, O Mickelsen. Oral contraceptive steroids: effects on various nutrient balances and body composition in adult female rats.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.).
1970 Mar; 133(3):774-9. doi:
10.3181/00379727-133-34562. [PMID: 5435568] - J A Thomas, E T Knych, M W Mawhinney, S R Smith. Action of various 19-norsteroids on the uptake of radioactive testosterone by sex accessory organs of the mouse.
European journal of pharmacology.
1970 Feb; 9(2):235-8. doi:
10.1016/0014-2999(70)90305-5. [PMID: 5437158] - G Orbán, M Krámer, E Dworschák. [Modifications of several indices of metabolism under the effect of a contraceptive agent administered orally].
Gynecologie pratique.
1970; 21(3):223-8. doi:
NULL. [PMID: 5451663] - M Sebaoun, M Fournier, A Netter. [Oral contraceptives and cell division)].
La Semaine des hopitaux de Paris.
1969 Nov; 44(?):2817-8. doi:
NULL. [PMID: 12254954] - R R Brown, D P Rose, J M Price, H Wolf. Tryptophan metabolism as affected by anovulatory agents.
Annals of the New York Academy of Sciences.
1969 Sep; 166(1):44-56. doi:
10.1111/j.1749-6632.1969.tb46372.x. [PMID: 4243378] - D H Streeten, C T Stevenson, T G Dalakos, J J Nicholas, L G Dennick, H Fellerman. The diagnosis of hypercortisolism. Biochemical criteria differentiating patients from lean and obese normal subjects and from females on oral contraceptives.
The Journal of clinical endocrinology and metabolism.
1969 Sep; 29(9):1191-211. doi:
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