U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry MIXED
Molecular Formula C22H38O5
Molecular Weight 382.5341
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 4
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of MISOPROSTOL

SMILES

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

InChI

InChIKey=OJLOPKGSLYJEMD-URPKTTJQSA-N
InChI=1S/C22H38O5/c1-4-5-14-22(2,26)15-10-12-18-17(19(23)16-20(18)24)11-8-6-7-9-13-21(25)27-3/h10,12,17-18,20,24,26H,4-9,11,13-16H2,1-3H3/b12-10+/t17-,18-,20-,22?/m1/s1

HIDE SMILES / InChI
Molecular Formula C22H38O5
Molecular Weight 382.5341
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 3 / 4
E/Z Centers 1
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:38:17 UTC 2023
Edited
by admin
on Fri Dec 15 15:38:17 UTC 2023
Record UNII
0E43V0BB57
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MISOPROSTOL
EP   HSDB   INN   JAN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
INN   USAN  
Official Name English
PROST-13-EN-1-OIC ACID, 11,16-DIHYDROXY-16-METHYL-9-OXO-, METHYL ESTER, (11.ALPHA.,13E)-(±)-
Common Name English
MISOPROSTOL [MART.]
Common Name English
MISOPROSTOL [HSDB]
Common Name English
CYTOTEC
Brand Name English
SC-29333
Code English
Misoprostol [WHO-DD]
Common Name English
MISOPROSTOL [USP-RS]
Common Name English
MISOPROSTOL COMPONENT OF ARTHROTEC
Common Name English
MISOPROSTOL [MI]
Common Name English
misoprostol [INN]
Common Name English
MISOPROSTOL [ORANGE BOOK]
Common Name English
MISOPROSTOL [USP MONOGRAPH]
Common Name English
MISOPROSTOL [VANDF]
Common Name English
(±)-METHYL (1R,2R,3R)-3-HYDROXY-2-((E)-(4RS)-4-HYDROXY-4-METHYL-1-OCTENYL)-5-OXOCYCLOPENTANEHEPTANOATE
Systematic Name English
MISOPROSTOL [USAN]
Common Name English
MISOPROSTOL [EP MONOGRAPH]
Common Name English
ARTHROTEC COMPONENT MISOPROSTOL
Brand Name English
MISOPROSTOL [JAN]
Common Name English
Classification Tree Code System Code
NDF-RT N0000007710
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
WHO-ATC G02AD06
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 22.1 (MIF/MIS)
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
NDF-RT N0000007710
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
WHO-ATC A02BB01
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
LIVERTOX 644
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
NDF-RT N0000175785
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
NCI_THESAURUS C2080
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
WHO-VATC QA02BB01
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
FDA ORPHAN DRUG 186604
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
NCI_THESAURUS C29701
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
WHO-VATC QM01AE56
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
NDF-RT N0000007710
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
NCI_THESAURUS C78568
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
WHO-ATC M01AE56
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
WHO-VATC QG02AD06
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 22.1
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C1313
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
EVMPD
SUB08998MIG
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
LACTMED
Misoprostol
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
MESH
D016595
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
MERCK INDEX
m7563
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY Merck Index
RS_ITEM_NUM
1444300
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
DAILYMED
0E43V0BB57
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
DRUG CENTRAL
1817
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
HSDB
3573
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
INN
5154
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
IUPHAR
1936
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
WIKIPEDIA
MISOPROSTOL
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
RXCUI
42331
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY RxNorm
PUBCHEM
5282381
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
DRUG BANK
DB00929
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
CAS
59122-46-2
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
SMS_ID
100000092418
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
CHEBI
63610
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
ChEMBL
CHEMBL606
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
FDA UNII
0E43V0BB57
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
EPA CompTox
DTXSID7020897
Created by admin on Fri Dec 15 15:38:17 UTC 2023 , Edited by admin on Fri Dec 15 15:38:17 UTC 2023
PRIMARY
Related Record Type Details
Structure of MISOPROSTOL
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
USP
Structure of MISOPROSTOL
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
EP
Related Record Type Details
Structure of MISOPROSTOL ACID
METABOLITE ACTIVE -> PRODRUG
Related Record Type Details
Structure of 8-EPIMISOPROSTOL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 12-EPIMISOPROSTOL
IMPURITY -> PARENT
12-Epimisoprostol consists of two diastereomers that are separated under these conditions; integrate both peaks together for the impurity calculations
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of MISOPROSTOL B
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of NORPROSTOL
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of 12-EPIMISOPROSTOL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of MISOPROSTOL A
IMPURITY -> PARENT
For the calculation of contents, multiply the peak areas by 0.13
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of MISOPROSTOL B
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 8-EPIMISOPROSTOL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of NORPROSTOL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 11-EPIMISOPROSTOL
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of MISOPROSTOL A
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC Elimination
PHARMACOKINETIC
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966