ALFAPROSTOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C24H38O5
Molecular Weight	406.5555
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1C#C[C@@H](O)CCC2CCCCC2

InChI

InChIKey=OZDSQCVLNUIYLN-JNAAKWLTSA-N

InChI=1S/C24H38O5/c1-29-24(28)12-8-3-2-7-11-20-21(23(27)17-22(20)26)16-15-19(25)14-13-18-9-5-4-6-10-18/h2,7,18-23,25-27H,3-6,8-14,17H2,1H3/b7-2-/t19-,20+,21+,22-,23+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C24H38O5
Molecular Weight	406.5555
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.drugs.com/international/alfaprostol.html | http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500009744.pdf

Alfaprostol is a synthetic analogue of prostaglandin F2α. Its activity is similar to that of the endogenous PFG2α, causing luteolysis. Alfaprostol is recommended for use in the cow, sow and mare.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Prostanoid FP receptor 21 Target ID: CHEMBL4820 Sources: http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500009744.pdf \| https://books.google.ru/books?id=Z_mfTTIApVEC&pg=PA618&lpg=PA618&dq=ALFAPROSTOL	Agonist 2752

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pregnancy in cattle 3 Sources: http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500009744.pdf http://www.ceva.ro/en/Products/Products-list/Alfabedyl	Preventing		Approved 8583	ALFABEDYL Approved Use Indications for use: Controlled breeding.

PubMed

Title	Date	PubMed
Farrowing induction induces transient alterations in prolactin concentrations and colostrum composition in primiparous sows.	2011-10	21531845
Vasoactive peptides in the luteolytic process activated by PGF2alpha in pseudopregnant rabbits at different luteal stages.	2007-07	17360961
Corpus luteum function following spontaneous or prostaglandin-induced estrus in Brahman cows and heifers.	1987-08	3476484

Patents

Sample Use Guides

In Vivo Use Guide

Alfaprostol is given as an intramuscular injection and the recommended dosage rate is : - 1.5 mg per 100 kg bodyweight cow; 2 mg per sow; 3 mg per mare

Route of Administration: Intramuscular

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:00:59 GMT 2025` Edited by `admin` on `Mon Mar 31 18:00:59 GMT 2025`
Record UNII	4XKL2JJ08I
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

ALFAPROSTOL

Official Name

English

GABBROSTIM

Preferred Name

English

ALFAPROSTOL [USAN]

Common Name

English

RO 22 9000

Code

English

ALFAPROSTOL [MI]

Common Name

English

RO-22-9000

Code

English

ALFAPROSTOL [MART.]

Common Name

English

5-HEPTENOIC ACID, 7-(2-(5-CYCLOHEXYL-3-HYDROXY-1-PENTYNYL)-3,5-DIHYDROXYCYCLOPENTYL)-, METHYL ESTER, (1R-(1.ALPHA.(Z),2.BETA.(S*),3.ALPHA.,5.ALPHA.))-

Common Name

English

RO 22-9000

Code

English

K 11941

Code

English

alfaprostol [INN]

Common Name

English

K-11941

Code

English

ALFAPROSTOL [GREEN BOOK]

Common Name

English

RO-229000

Code

English

Methyl (Z)-7-[(1R,2S,3R,5S)-2-[(3S)-5-cyclohexyl-3-hydroxy-1-pentynyl]-3,5-dihydroxycyclopentyl]-5-heptenoate

Systematic Name

English

Classification Tree Code System Code

WHO-VATC

QG02AD94