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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H38O5
Molecular Weight 394.5448
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of GEMEPROST

SMILES

CCCCC(C)(C)[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCC\C=C\C(=O)OC

InChI

InChIKey=KYBOHGVERHWSSV-VNIVIJDLSA-N
InChI=1S/C23H38O5/c1-5-6-15-23(2,3)21(26)14-13-18-17(19(24)16-20(18)25)11-9-7-8-10-12-22(27)28-4/h10,12-14,17-18,20-21,25-26H,5-9,11,15-16H2,1-4H3/b12-10+,14-13+/t17-,18-,20-,21-/m1/s1

HIDE SMILES / InChI

Molecular Formula C23H38O5
Molecular Weight 394.5448
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 2
Optical Activity UNSPECIFIED

Gemeprost is a PGE1 analogue indicated for softening and dilatation of the cervix uteri prior to operative procedures or therapeutic abortion. The drug is marketed under the name Cervagem.

Originator

Sources: www.ncbi.nlm.nih.gov/pubmed/704915

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
CERVAGEM

Approved Use

For the softening and dilatation of the cervix uteri prior to transcervical, intrauterine operative procedures in the first trimester of pregnancy. Therapeutic termination of pregnancy in patients in the second trimester of gestation.

Launch Date

1990
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

One pessary to be inserted into the posterior vaginal fornix three hours before surgery.
Route of Administration: Vaginal
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:26:12 GMT 2023
Edited
by admin
on Fri Dec 15 15:26:12 GMT 2023
Record UNII
45KZB1FOLS
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GEMEPROST
INN   JAN   MART.   MI   USAN   WHO-DD  
INN   USAN  
Official Name English
PREGLANDIN
Brand Name English
Methyl (E)-7-[(1R,2R,3R)-3-hydroxy-2-[(E)-(3R)-3-hydroxy-4,4-dimethyl-1-octenyl]-5-oxocyclopentyl]-2-heptenoate
Systematic Name English
GEMEPROST [MART.]
Common Name English
gemeprost [INN]
Common Name English
GEMEPROST [USAN]
Common Name English
Gemeprost [WHO-DD]
Common Name English
GEMEPROST [JAN]
Common Name English
GEMEPROST [MI]
Common Name English
PROSTA-2,13-DIEN-1-OIC ACID, 11,15-DIHYDROXY-16,16-DIMETHYL-9-OXO-, METHYL ESTER, (2E,11.ALPHA.,13E,15R)-
Common Name English
SC-37681
Code English
U-37026
Common Name English
Classification Tree Code System Code
WHO-ATC G02AD03
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
WHO-VATC QG02AD03
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
NCI_THESAURUS C78568
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
264-775-9
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
PRIMARY
MESH
C021182
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
PRIMARY
USAN
U-5
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
PRIMARY
RXCUI
12449
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
PRIMARY RxNorm
EPA CompTox
DTXSID40895073
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
PRIMARY
DRUG BANK
DB08964
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
PRIMARY
ChEMBL
CHEMBL1908315
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
PRIMARY
INN
4738
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
PRIMARY
MERCK INDEX
m5691
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
PRIMARY Merck Index
CAS
64318-79-2
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
PRIMARY
FDA UNII
45KZB1FOLS
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
PRIMARY
PUBCHEM
5282237
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
PRIMARY
EVMPD
SUB07893MIG
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
PRIMARY
NCI_THESAURUS
C87382
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
PRIMARY
DRUG CENTRAL
1284
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
PRIMARY
SMS_ID
100000084540
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
PRIMARY
WIKIPEDIA
GEMEPROST
Created by admin on Fri Dec 15 15:26:12 GMT 2023 , Edited by admin on Fri Dec 15 15:26:12 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY