LYNESTRENOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H28O
Molecular Weight	284.4357
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]3([H])[C@@]4([H])CCCC=C4CC[C@@]23[H]

InChI

InChIKey=YNVGQYHLRCDXFQ-XGXHKTLJSA-N

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

HIDE SMILES / InChI

Description
Sources: https://www.dokteronline.com/en/orgametril

Lynestrenol is a progestogen structurally related to norethisterone; it is used singularly, or as the progestogenic component of oral contraceptives. It is also used in treatments for menstrual disorders. Lynestrenol is typically used as an oral contraceptive, but also for the treatment of menstrual disorders like: Oligo-menorrhea and hypo-menorrhea; Polymenorrhoea; Fibrocystic mastopathy; Endometriosis; Endometrial carcinoma and/or metastases etc. As a synthetic oral progestogen, Lynestrenol has similar effects as that of the natural progesterone hormone. It has a strong progestational effect on the uterine endometrium by transforming the proliferative endometrium into a secretory one. It also inhibits the secretion of gonadotropin, suppresses maturation of follicles in the ovaries and ovulation, and reduces menstrual bleeding. Lynestrenol has minimal estrogenic, androgenic and anabolic effects.

Approval Year

Conditions

Condition	Modality	Highest Phase	Product
Endometrial hyperplasia without atypia 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24488582	Primary	Preclinical	Unknown Approved Use Unknown
Endometriosis 32 Sources: https://www.dokteronline.com/en/orgametril	Primary	Approved 8429	Unknown Approved Use Unknown
Dysmenorrhoea, premenstrual syndrome 1 Sources: https://www.dokteronline.com/en/orgametril	Primary	Approved 8429	Unknown Approved Use Unknown
Oligomenorrhea 1 Sources: https://www.dokteronline.com/en/orgametril	Primary	Approved 8429	Unknown Approved Use Unknown
Amenorrhea 18 Sources: https://www.dokteronline.com/en/orgametril	Primary	Approved 8429	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
[Arterial hypertension during treatment with estro-progestative drugs].	1971 Sep-Oct	5153254
[Lipoprotein changes during hormonal treatment of endometriosis with lynestrenol and danazol].	1984 Mar	6562983
Camptocormia, a new side effect of sodium valproate.	1987 Jul	3143551
[Coronary disease and hormonal treatment during the perimenopausal period].	1998 Jan	9553405
Variegate porphyria with coexistent decrease in porphobilinogen deaminase activity.	2001 Oct-Nov	11800145
Use of progestogen-only contraceptives/medications and lipid parameters in women age 40 to 42 years: results of a population-based cross-sectional Norwegian Survey.	2002 Jul	12169374
The effect of ethinyloestradiol and levonorgestrel on the CYP2C19-mediated metabolism of omeprazole in healthy female subjects.	2003 Aug	12895199
Classification and pharmacology of progestins.	2003 Dec 10	14670641
A 3-year double-blind, randomized, controlled study on the influence of two oral contraceptives containing either 20 microg or 30 microg ethinylestradiol in combination with levonorgestrel on bone mineral density.	2004 Mar	14969664
[Multiple endometrial polyps in patient undergoing long-term gestagen therapy].	2005 Sep-Oct	16640190
[Ectopia of cervix of the uterus and hormonal contraception].	2006 Dec	17261880
Two routes of hormonal replacement therapy in symptomatic menopausal women after kidney transplantation.	2006 Jun	16816826
Breast cancer risk associated with different HRT formulations: a register-based case-control study.	2006 Sep 12	16965641
Effects of intranasal 17beta-estradiol administration on serum bioactive interleukin-6 and C-reactive protein levels in healthy postmenopausal women.	2006 Sep-Oct	16894332

Patents

Sample Use Guides

In Vivo Use Guide

lynestrenol (LYN) in a dose of 15 mg/d

Route of Administration: Oral

In Vitro Use Guide

Lynestrenol markedly enhanced the lymphocyte response to phytohemagglutinin, the mixed lymphocyte culture, the active T-rosette test, the autologous red cell rosettes, and the number of nonadherent cells in the leukocyte adherence inhibition test. Lynestrenol also increased monocyte phagocytosis.

Name

Type

Language

LYNESTRENOL

Official Name

English

LYNOESTRENOL

Common Name

English

LYNESTRENOL [MART.]

Common Name

English

LYNESTRENOL [MI]

Common Name

English

19-Nor-17α-pregn-4-en-20-yn-17-ol

Common Name

English

LYNESTRENOL [USAN]

Common Name

English

lynestrenol [INN]

Common Name

English

LYNESTRENOL [USP-RS]

Common Name

English

19 NORPREGN-4-EN-20-YN-17-OL, (17.ALPHA.)-

Common Name

English

LYNESTRENOL [JAN]

Common Name

English

LYNESTRENOL [EP MONOGRAPH]

Common Name

English

Lynestrenol [WHO-DD]

Common Name

English

NSC-37725

Code

English

Classification Tree Code System Code

WHO-VATC

QG03AB02