MISOPROSTOL

Search structure
Trade Names:
Synonyms:
Status: Approved (1988)
Entry Type: Small molecule
Molecule Category: Parent Prodrug
ATC: A02BB01
UNII: 0E43V0BB57

Structure
InChI Key OJLOPKGSLYJEMD-URPKTTJQSA-N
Smile CCCCC(C)(O)C/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC
InChI
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H38O5
Molecular Weight 382.54
AlogP 3.95
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 13.0
Polar Surface Area 83.83
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 27.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Prostanoid EP3 receptor agonist ISBN DailyMed Wikipedia

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Stomach Ulcer 4 D013276 ClinicalTrials
Peptic Ulcer 4 D010437 ClinicalTrials
Pregnancy 3 D011247 ClinicalTrials
Uterine Diseases 3 D014591 ClinicalTrials
Spondylitis, Ankylosing 3 D013167 ClinicalTrials
Leiomyoma 3 D007889 ClinicalTrials
Abortion, Spontaneous 3 D000022 ClinicalTrials
Pain 3 D010146 ClinicalTrials
Obesity 3 D009765 ClinicalTrials
Pre-Eclampsia 3 D011225 ClinicalTrials
Menorrhagia 3 D008595 ClinicalTrials
Leiomyoma 3 D007889 ClinicalTrials
Postpartum Hemorrhage 3 D006473 ClinicalTrials
Premature Birth 2 D047928 ClinicalTrials
Clostridium Infections 2 D003015 ClinicalTrials
Muscle Cramp 2 D009120 ClinicalTrials
Abortion, Incomplete 1 D000027 ClinicalTrials
Infections 0 D007239 ClinicalTrials

Related Entries

Mixture

Side Effects from Label

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Injury, poisoning and procedural complications
19.21
Pregnancy, puerperium and perinatal conditions
11.71
General disorders and administration site conditions
9.68
Vascular disorders
8.16
Reproductive system and breast disorders
6.65
Nervous system disorders
6.06
Gastrointestinal disorders
5.13
Cardiac disorders
5.1
Respiratory, thoracic and mediastinal disorders
4.51
Skin and subcutaneous tissue disorders
4.03
Immune system disorders
3.51
Infections and infestations
3.48
Musculoskeletal and connective tissue disorders
3.03
Congenital, familial and genetic disorders
2.65
Investigations
2.13

Cross References

Resources Reference
CAS NUMBER 59122-46-2
ChEMBL CHEMBL606
DrugBank DB00929
DrugCentral 1817
EPA CompTox DTXSID7020897
FDA SRS 0E43V0BB57
Human Metabolome Database HMDB0015064
Guide to Pharmacology 1936
PharmGKB PA450523
PubChem 5282381
SureChEMBL SCHEMBL7787
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