TIAPROST

Details

Stereochemistry	EPIMERIC
Molecular Formula	C20H28O6S
Molecular Weight	396.498
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 5
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(COC1=CSC=C1)\C=C\[C@H]2[C@H](O)C[C@H](O)[C@@H]2C\C=C/CCCC(O)=O

InChI

InChIKey=FYBFDIIAPRHIQS-JRSBLEPXSA-N

InChI=1S/C20H28O6S/c21-14(12-26-15-9-10-27-13-15)7-8-17-16(18(22)11-19(17)23)5-3-1-2-4-6-20(24)25/h1,3,7-10,13-14,16-19,21-23H,2,4-6,11-12H2,(H,24,25)/b3-1-,8-7+/t14?,16-,17-,18+,19-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C20H28O6S
Molecular Weight	396.498
Charge	0
Count

Stereochemistry	EPIMERIC
Additional Stereochemistry	No
Defined Stereocenters	4 / 5
E/Z Centers	2
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15725435 | https://www.ncbi.nlm.nih.gov/pubmed/16320570 | https://www.ncbi.nlm.nih.gov/pubmed/6428028

Tiaprost is a synthetic analog of prostaglandin F2α (PGF2α) patented by Hoechst A.-G. as an estrus-synchronizing agent for veterinary medicine. Tiaprost treatment reduced the interval from calving to conception in multiparous cows, but it delayed conception and reduced the conception rate in primiparous cows. Treatment with tiaprost impaired reproductive performance in primiparous cows

Originator

Approval Year

PubMed

Title	Date	PubMed
Luteolysis in cows using the prostaglandin F2 alpha analogue, tiaprost, and the effect of mode of administration.	1984-04-28	6428028

Patents

Sample Use Guides

In Vivo Use Guide

cows: 0.75 mg

Route of Administration: Other

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:15:33 GMT 2025` Edited by `admin` on `Mon Mar 31 19:15:33 GMT 2025`
Record UNII	98E50HHH7M
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TIAPROST

Official Name

English

TIAPROST [MART.]

Preferred Name

English

TIAPROST, (R,S)-

Common Name

English

tiaprost [INN]

Common Name

English

(5Z,13E)-(9S,11R,15RS)-9,11,15-TRIHYDROXY-16-(3-THIENYLOXY)-17,18,19,20-TETRANORPROSTA-5,13-DIENOIC ACID

Systematic Name

English

(±)-(Z)-7-((1R,2R,3R,5S)-3,5-DIHYDROXY-2-((E)-(3RS)-3-HYDROXY-4-(3-THIENYLOXY)BUT-1-ENYL)CYCLOPENTYL)HEPT-5-ENOIC ACID

Systematic Name

English

TIAPROST [MI]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C78568