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

C[C@]12C=CC3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@@]2(O)CC=C

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

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
Treatment efficacy of trimethoprim sulfamethoxazole, pentoxifylline and altrenogest in experimentally induced equine placentitis.	2010-08	20416936
Concentrations of altrenogest in plasma of mares and foals and in allantoic and amniotic fluid at parturition.	2010-07-15	20452000
Post-weaning Altrenogest treatment in primiparous sows; the effect of duration and dosage on follicular development and consequences for early pregnancy.	2010-06	20223607
Altrenogest treatment during late pregnancy did not reduce colostrum yield in primiparous sows.	2010-05	20118420
Oral progestin induces rapid, reversible suppression of ovarian activity in the cat.	2010-04-01	20051246
Induction and synchronization of ovulations of nulliparous and multiparous sows with an injection of gonadotropin-releasing hormone agonist (Receptal).	2010-02	19962182
Measuring fecal progestogens as a tool to monitor reproductive activity in captive female bottlenose dolphins (Tursiops truncatus).	2009-12	19783290
The secretions of oviduct epithelial cells increase the equine in vitro fertilization rate: are osteopontin, atrial natriuretic peptide A and oviductin involved?	2009-11-19	19925651
Post natal oestrogen administration stimulates precocious endometrial gland development in the horse.	2009-09	19927587
Effect of day of transfer and treatment administration on the recipient on pregnancy rates after equine embryo transfer.	2009-09	19593666
Seasonality, estrous cycle characterization, estrus synchronization, semen cryopreservation, and artificial insemination in the Pacific white-sided dolphin (Lagenorhynchus obliquidens).	2009-08	19494046
Effect of altrenogest-treatment of mares in late gestation on adrenocortical function, blood count and plasma electrolytes in their foals.	2009-07	19803053
Ultrasonographic-guided retrieval and in vitro maturation of eland (Taurotragus oryx) and bongo (Tragelaphus eurycerus isaaci) antelope oocytes.	2009-04	18387759
Doping control analysis of trenbolone and related compounds using liquid chromatography-tandem mass spectrometry.	2009-03	19007801
Post-weaning altrenogest treatment in primiparous sows; the effect of duration and dosage on follicular development and consequences for early pregnancy.	2009	19848282
Studies on fixed-time ovulation induction in the pig.	2009	19848281
Stress and its influence on reproduction in pigs: a review.	2008-12-10	19077201
Synchronization of ovulation in cyclic gilts with porcine luteinizing hormone (pLH) and its effects on reproductive function.	2008-10-15	18656251
Responses to delayed estrus after weaning in sows using oral progestagen treatment.	2008-08	18407977
Infectivity of porcine circovirus type 2 DNA in semen from experimentally-infected boars.	2008-07-06	18973743
Effects of altrenogest treatment of mares in late pregnancy on parturition and on neonatal viability of their foals.	2008-07	18484066
Ascending placentitis in the mare: A review.	2008-05-01	21851713
Study on the oestrous synchronization in gilts by using progestin altrenogest and hCG: its effect on the follicular development, ovulation time and subsequent reproductive performance.	2008-02	18069947
Follicle development during luteal phase and altrenogest treatment in pigs.	2007-06	17506814
Pharmacokinetics of altrenogest in horses.	2007-02	17217407
Luteinizing hormone release after administration of the gonadotropin-releasing hormone agonist Fertilan (goserelin) for synchronization of ovulation in pigs.	2007-01	17179548
Synchronization of estrus and ovulation in sows not conceiving in a scheduled fixed-time insemination program.	2007-01	16481132
Withdrawal period for Regumate Porcine.	2006-09-02	16950895
A preliminary study on the induction of dioestrous ovulation in the mare--a possible method for inducing prolonged luteal phase.	2006-07-26	16987391
Management of hydrops amnion in a mare resulting in birth of a live foal.	2006-04-15	16618227
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.	2006-04-03	16520102
The use of altrenogest to control aggression in a male Grant's Zebra (Equus burchelli boehmi).	2006-03	17312816
Effect of P.G. 600 on the timing of ovulation in gilts treated with altrenogest.	2005-07	15956478
Effect of prolonged use of altrenogest on behaviour in mares.	2005-05	15912604
Estrous cycle characterisation and artificial insemination using frozen-thawed spermatozoa in the bottlenose dolphin (Tursiops truncatus).	2005-05	15855629
Effect of prolonged use of altrenogest on behaviour in mares.	2005-01	15683772
Effects of a synthetic progestogen, altrenogest, on oestrus synchronisation and fertility in miniature pigs.	2004-11-13	15573786
Early-weaned sows: altrenogest therapy, estrus, ovulation, and reproductive performance.	2004-09	15302382
Reproductive physiology and development of artificial insemination technology in killer whales (Orcinus orca).	2004-08	15115725
Deslorelin on Day 8 or 12 postovulation does not luteinize follicles during an artificially maintained diestrous phase in the mare.	2004-07	15159101
Mitochondrial aggregation patterns and activity in porcine oocytes and apoptosis in surrounding cumulus cells depends on the stage of pre-ovulatory maturation.	2004-06	15019463
The effect of exogenous estradiol benzoate and altrenogest on uterine and ovarian blood flow during the estrous cycle in mares.	2004-04-15	15037001
Ovarian hematoma in an 11-year-old Thoroughbred-Hanovarian mare.	2003-07	12892291
Induction of maternal behavior in non-parturient adoptive mares.	2002-09	12213513
Quantitative and qualitative assessment of milk production after pharmaceutical induction of lactation in the mare.	2002-07-27	12141311
Hysteroscopic insemination of mares with low numbers of nonsorted or flow sorted spermatozoa.	2002-03	11905434
Hysteroscopic insemination of low numbers of flow sorted fresh and frozen/thawed stallion spermatozoa.	2002-03	11902755
Effects of P.G. 600 on the onset of estrus and ovulation rate in gilts treated with Regu-mate.	2001-11	11768102
Effects of ovariohysterectomy on prostaglandin F2alpha-induced nesting behaviour in pigs.	2001-09-21	11564463
Ovarian response, embryo recovery and results of embryo transfer in a Hungarian native pig breed.	2001-09-15	11665896

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

Name

Type

Language

A-35957

Preferred Name

English

ALTRENOGEST

Official Name

English

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

Systematic Name

English

RU-2267

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

17?-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