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

Molecular Formula	C20H28O
Molecular Weight	284.4357
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	0
Optical Activity	UNSPECIFIED

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
Variegate porphyria with coexistent decrease in porphobilinogen deaminase activity.	2001 Oct-Nov	11800145
FSH and ovarian response: spontaneous recovery of pituitary-ovarian activity during the pill-free period vs. exogenous recombinant FSH during high-dose combined oral contraceptives.	2002 Apr	11966744
Classification and pharmacology of progestins.	2003 Dec 10	14670641
[Multiple endometrial polyps in patient undergoing long-term gestagen therapy].	2005 Sep-Oct	16640190
Breast cancer risk associated with different HRT formulations: a register-based case-control study.	2006 Sep 12	16965641
Benefits and risks of hormonal contraception for women.	2007 Aug 10	21289940
Oral progestagens before menopause and breast cancer risk.	2007 Mar 12	17299388
Laparoscopic hysterectomy of large uteri with uterine artery coagulation at its origin.	2008 Jan-Mar	18402735
Protrhombotic effects of contraceptives.	2010	20858187
Gene expression signatures of breast tissue before and after cross-sex hormone therapy in female-to-male transsexuals.	2010 Dec	20537635

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.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:11:03 GMT 2023` Edited by `admin` on `Fri Dec 15 15:11:03 GMT 2023`
Record UNII	N2Z8ALG4U5
Record Status	`Validated (UNII)`
Record Version

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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