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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/01/29 14:50:03」(JST)
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This article does not cite any references or sources. Please help improve this article by adding citations to reliable sources. Unsourced material may be challenged and removed. (December 2009) |
Lynestrenol
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| Systematic (IUPAC) name |
(8R,9R,10R,13S,14S,17S)-17-ethynyl-13-methyl-
2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-
1H-cyclopenta[a]phenanthren-17-ol |
| Clinical data |
| AHFS/Drugs.com |
International Drug Names |
| Legal status |
?
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| Identifiers |
| CAS number |
52-76-6 Y |
| ATC code |
G03AC02 G03DC03;
G03AA03 G03AB02 G03FA07 G03FB02 (combinations with estrogens) |
| PubChem |
CID 5857 |
| ChemSpider |
5648 Y |
| UNII |
N2Z8ALG4U5 Y |
| KEGG |
D01580 Y |
| Chemical data |
| Formula |
C20H28O |
| Molecular mass |
284.436 g/mol |
SMILES
- C#C[C@]2(O)CC[C@H]1[C@H]4[C@H](CC[C@@]12C)[C@@H]3\C(=C/CCC3)CC4
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InChI
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InChI=1S/C20H28O/c1-3-20(21)13-11-18-17-9-8-14-6-4-5-7-15(14)16(17)10-12-19(18,20)2/h1,6,15-18,21H,4-5,7-13H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1 Y
Key:YNVGQYHLRCDXFQ-XGXHKTLJSA-N Y
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| Y (what is this?) (verify) |
Lynestrenol is a progestogen hormone. It is a synthetic orally-available progestagen associated with numerous effects of the natural progesterone hormone. Lynestrenol has a strong progestational effect on the uterine endometrium (transforming proliferative endometrium into secretory one), inhibits secretion of gonadotropin, suppresses maturation of follicles in the ovaries and ovulation, reduces menstrual bleeding. This synthetic gestagen is associated with minimal estrogenic, androgenic and anabolic effects. Lynestrenol is used in treatment of hormonal disorders and diseases caused by insufficient secretion of the natural progesterone, except in case of risky pregnancies and prevention of miscarriage, since it is not efficient enough in this indication.
Pharmacology
After oral administration lynestrenol is quickly resorbed and converted into pharmacologically active norethisterone, through which it demonstrates the main biological effects. The peak blood are reached within 2–4 hours after oral administration, 97% of the administered dose being bound to plasma proteins. Lynestrenol and its metabolites are predominantly excreted in the urine, less through feces, active metabolite norethisterone elimination halftime being 16-17 h.
See also
- Progestin
- Progestogen
- Progesterone
References
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Progestogens and antiprogestogens
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| Agonists |
| 1st |
- Norpregnene
- Norethisterone#/Norethisterone acetate/Norethisterone enanthate
- Etynodiol diacetate
- Pregnene
- Norpregnane
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| 2nd |
- Norpregnene
- Levonorgestrel#/Norgestrel/Norelgestromin
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| 3rd |
- 19-Nortestosterone
- Desogestrel/Etonogestrel
- Gestodene
- Norgestimate
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| 4th |
- Androstene
- 19-Norprogesterone
- Demegestone
- Nestorone
- Nomegestrol acetate
- Promegestone
- Trimegestone
- 19-Nortestosterone
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| 17-OH |
- 17-Hydroxyprogesterone acetate
- 17-Hydroxyprogesterone caproate
- Chlormadinone acetate
- Cyproterone acetate
- Medroxyprogesterone
- Medroxyprogesterone acetate#
- Megestrol acetate
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Other/
ungrouped |
- Pregnadiene
- Pregnenedione
- Dydrogesterone
- Haloprogesterone
- Lynestrenol
- Norethynodrel
- Progesterone
- Proligestone
- Quingestanol acetate
- Tibolone
- Trengestone
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Antagonists /
SPRMs |
- Antagonists
- Aglepristone
- Mifepristone
- Gestrinone
- Telapristone
- Ulipristal acetate
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
Index of the female reproductive system
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| Description |
- Anatomy
- Physiology
- Development
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| Disease |
- Congenital
- Neoplasms and cancer
- Other
- Symptoms and signs
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| Treatment |
- Procedures
- Drugs
- infection
- estrogens
- progestogens
- Assisted reproduction
- Birth control
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Progestogenics
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Receptor
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Enzyme
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- See here instead (modulators of 20,22-desmolase, 17α-hydroxylase/17,20-lyase, 3β-HSD, and 21-hydroxylase).
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Others
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- Precursors/prohormones: Cholesterol
- 22R-Hydroxycholesterol
- 20α,22R-Dihydroxycholesterol
- Pregnenolone
- Pregnenolone sulfate
- 17-Hydroxypregnenolone
- Indirect: Antigonadotropins (e.g., estrogens, progestogens, prolactin)
- GnRH agonists (e,g, GnRH, leuprorelin)
- GnRH antagonists (e.g., cetrorelix)
- Gonadotropins (e.g., FSH, hCG, LH)
- Kisspeptin
- Plasma proteins (ABP, albumin, SHBG)
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See also: Androgenics • Estrogenics • Glucocorticoidics • Mineralocorticoidics
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UpToDate Contents
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English Journal
- Differences in prescription rates and odds ratios of antidepressant drugs in relation to individual hormonal contraceptives: A nationwide population-based study with age-specific analyses.
- Lindberg M, Foldemo A, Josefsson A, Wiréhn AB.SourceLocal Health Care Research and Development Unit, County Council in Östergötland, and Linköping University , Linköping , Sweden.
- The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception.Eur J Contracept Reprod Health Care.2012 Apr;17(2):106-18. Epub 2012 Mar 4.
- ABSTRACT Objectives To examine, among young women, the association of individual hormonal contraceptives, within two broad groupings, with antidepressant therapy. Methods In a nationwide register-based study, we examined the prescription rates of antidepressant drugs in relation to individual co
- PMID 22385398
- [Role of medical treatment for symptomatic leiomyoma management in premenopausal women].
- Koskas M, Chabbert-Buffet N, Douvier S, Huchon C, Paganelli E, Derrien J.SourceServie de gynécologie obstétrique, hôpital Bichat, 46, rue Henri-Huchard, 75018 Paris, France. martin.koskas@bch.aphp.fr
- Journal de gynécologie, obstétrique et biologie de la reproduction.J Gynecol Obstet Biol Reprod (Paris).2011 Dec;40(8):858-74. Epub 2011 Nov 8.
- The most frequent symptom with leiomyoma is menometrorrhagia. However, it can be responsible of pelvic pain, dysmenorrhea or urinary and digestive compression when it is particularly voluminous. These recommandations were made in order to review medical management of fibroids. If no therapy is able
- PMID 22071015
Japanese Journal
- ヒト子宮内膜のestradiol dehydrogenase活性に関する研究
- Lo-Lyndiol(lynestrenol 1.6mg+mestranol 0.048mg)による経口避妊について
Related Links
- Lynestrenol is a synthetic progestin with mild androgenic effec used for oral contraception. It is marketed under the brand names Exlutena, Exluton, Orgametril. ... Commercial names: Exluton, Linosun Lynestrenol is a synthetic ...
- Lynestrenol is a medicine available in a number of countries worldwide. A list of US medications equivalent to Lynestrenol is available on the Drugs.com website. ... Important Notice: The Drugs.com international database is in BETA ...
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