ALTRENOGEST

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H26O2
Molecular Weight	310.4299
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CC[C@@](O)(CC=C)[C@@]1(C)C=CC3=C4CCC(=O)C=C4CC[C@@]23[H]

InChI

InChIKey=VWAUPFMBXBWEQY-ANULTFPQSA-N

InChI=1S/C21H26O2/c1-3-10-21(23)12-9-19-18-6-4-14-13-15(22)5-7-16(14)17(18)8-11-20(19,21)2/h3,8,11,13,18-19,23H,1,4-7,9-10,12H2,2H3/t18-,19+,20+,21+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C21H26O2
Molecular Weight	310.4299
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=4b096dd1-fc17-4db6-8e6d-33413de821e5
Curator's Comment: description was created based on several sources, including etd.lsu.edu/docs/available/etd-08252004-155118/unrestricted/Ferguson_dis.pdf

Altrenogest (INN, USAN, BAN) (brand name Regumate), also known as allyltrenbolone, is a steroidal progestin that is widely used in veterinary medicine to suppress estrus in animals. Altrenogest is an orally active progestin developed for use in the horse. Altrenogest has been chemically modified by addition of a hydroxyl group and 3 carbon chain placed on carbon 17 of the progestin. Research has demonstrated that Altrenogest has low anabolic activity and is 20 times less potent than testosterone or similar progestins when compared for effects on muscle growth in castrated rats

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Synchronization of estrus 1 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=4b096dd1-fc17-4db6-8e6d-33413de821e5	Preventive		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Quantitative and qualitative assessment of milk production after pharmaceutical induction of lactation in the mare.	2002 Jul-Aug	12141311
Induction of maternal behavior in non-parturient adoptive mares.	2002 Sep	12213513
The effect of exogenous estradiol benzoate and altrenogest on uterine and ovarian blood flow during the estrous cycle in mares.	2004 Apr 15	15037001
Reproductive physiology and development of artificial insemination technology in killer whales (Orcinus orca).	2004 Aug	15115725
Mitochondrial aggregation patterns and activity in porcine oocytes and apoptosis in surrounding cumulus cells depends on the stage of pre-ovulatory maturation.	2004 Jun	15019463
Effects of a synthetic progestogen, altrenogest, on oestrus synchronisation and fertility in miniature pigs.	2004 Nov 13	15573786
Effect of prolonged use of altrenogest on behaviour in mares.	2005 Jan	15683772
Effect of P.G. 600 on the timing of ovulation in gilts treated with altrenogest.	2005 Jul	15956478
Estrous cycle characterisation and artificial insemination using frozen-thawed spermatozoa in the bottlenose dolphin (Tursiops truncatus).	2005 May	15855629
Detection of altrenogest and its metabolites in post administration horse urine using liquid chromatography tandem mass spectrometry--increased sensitivity by chemical derivatisation of the glucuronic acid conjugate.	2006 Apr 3	16520102
A preliminary study on the induction of dioestrous ovulation in the mare--a possible method for inducing prolonged luteal phase.	2006 Jul 26	16987391
Withdrawal period for Regumate Porcine.	2006 Sep 2	16950895
Pharmacokinetics of altrenogest in horses.	2007 Feb	17217407
Luteinizing hormone release after administration of the gonadotropin-releasing hormone agonist Fertilan (goserelin) for synchronization of ovulation in pigs.	2007 Jan	17179548
Synchronization of estrus and ovulation in sows not conceiving in a scheduled fixed-time insemination program.	2007 Jan	16481132
Stress and its influence on reproduction in pigs: a review.	2008 Dec 10	19077201
Effects of altrenogest treatment of mares in late pregnancy on parturition and on neonatal viability of their foals.	2008 Jul	18484066
Ascending placentitis in the mare: A review.	2008 May 1	21851713
Synchronization of ovulation in cyclic gilts with porcine luteinizing hormone (pLH) and its effects on reproductive function.	2008 Oct 15	18656251
Seasonality, estrous cycle characterization, estrus synchronization, semen cryopreservation, and artificial insemination in the Pacific white-sided dolphin (Lagenorhynchus obliquidens).	2009 Aug	19494046
Doping control analysis of trenbolone and related compounds using liquid chromatography-tandem mass spectrometry.	2009 Mar	19007801
Effect of day of transfer and treatment administration on the recipient on pregnancy rates after equine embryo transfer.	2009 Sep	19593666
Treatment efficacy of trimethoprim sulfamethoxazole, pentoxifylline and altrenogest in experimentally induced equine placentitis.	2010 Aug	20416936
Concentrations of altrenogest in plasma of mares and foals and in allantoic and amniotic fluid at parturition.	2010 Jul 15	20452000
Post-weaning Altrenogest treatment in primiparous sows; the effect of duration and dosage on follicular development and consequences for early pregnancy.	2010 Jun	20223607

Patents

Sample Use Guides

In Vivo Use Guide

for animals only: Administer 6.8 mL (15 mg altrenogest) per gilt once daily for 14 consecutive days.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:37:01 GMT 2023` Edited by `admin` on `Fri Dec 15 15:37:01 GMT 2023`
Record UNII	2U0X0JA2NB
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

ALTRENOGEST

Official Name

English

17.ALPHA.-ALLYL-ESTRA-4,9,11-TRIENE-17.BETA.-OL-3-ONE

Systematic Name

English

RU-2267

Code

English

A-35957

Code

English

altrenogest [INN]

Common Name

English

ESTRA-4,9,11-TRIEN-3-ONE, 17-HYDROXY-17-(2-PROPEN-1-YL)-, (17.BETA.)-

Systematic Name

English

ESTRA-4,9,11-TRIEN-3-ONE, 17.BETA.-HYDROXY-17-(2-PROPENYL)-

Systematic Name

English

ALLYLTRENBOLONE

Common Name

English

ALTRENOGEST [MI]

Common Name

English

NSC-759180

Code

English

17α-Allyl-17-hydroxyestra-4,9,11-trien-3-one

Systematic Name

English

ALTRENOGEST [GREEN BOOK]

Common Name

English

ALTRENOGEST [USAN]

Common Name

English

ALTRENOGEST [MART.]

Common Name

English

Classification Tree Code System Code

CFR

21 CFR 556.36