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Substance Name: Misoprostol [USAN:USP:INN:BAN:JAN]
RN: 59122-46-2
UNII: 0E43V0BB57
InChIKey: OJLOPKGSLYJEMD-URPKTTJQSA-N
Note
- A synthetic analog of natural prostaglandin E1. It produces a dose-related inhibition of gastric acid and pepsin secretion, and enhances mucosal resistance to injury. It is an effective anti-ulcer agent and also has oxytocic properties.
Molecular Formula
- C22-H38-O5
Molecular Weight
- 382.5372
- All
- Classifications
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Abortifacient Agents
- Abortifacient Agents, Nonsteroidal
- Anti-Ulcer Agents
- Anti-Ulcerative
- Drug / Therapeutic Agent
- Gastrointestinal Agents
- Human Data
- Oxytocics
- Reproductive Control Agents
- Reproductive Effect
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Names and Synonyms
Name of Substance
- Misoprostol
- Misoprostol [USAN:USP:INN:BAN:JAN]
MeSH Heading
- Misoprostol
Synonyms
- (+-)-Methyl (1R,2R,3R)-3-hydroxy-2-((E)-(4RS)-4-hydroxy-4-methyl-1-octenyl)-5-oxocyclopentaneheptanoate
- (11-alpha,13E)-(+-)-11,16-Dihydroxy-16-methyl-9-oxoprost-13-en-1-oic acid methyl ester
- BRN 4155643
- CCRIS 6859
- Cytotec
- HSDB 3573
- Isprelor
- Methyl (+-)-11-alpha,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate
- Misogon
- Misoprost
- Misoprostil
- Misoprostol
- Misoprostolum
- Misoprostolum [INN-Latin]
- Misotac
- Misotol
- MVI 200
- SC 29333
- SC-29333
- UNII-0E43V0BB57
Systematic Names
- Misoprostol
- Prost-13-en-1-oic acid, 11,16-dihydroxy-16-methyl-9-oxo-, methyl ester, (11alpha,13E)-
- Prost-13-en-1-oic acid, 11,16-dihydroxy-16-methyl-9-oxo-, methyl ester, (11alpha,13E)-(+-)-
Superlist Name
- Misoprostol
Mixture Name
- Arthrotec
Registry Numbers
CAS Registry Number
- 59122-46-2
FDA UNII
- 0E43V0BB57
Other Registry Numbers
- 138284-96-5
- 143913-16-0
- 62015-39-8
- 92999-98-9
System Generated Number
- 0059122462
Structure Descriptors
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/s1InChIKey
OJLOPKGSLYJEMD-URPKTTJQSA-NSmiles
CCCCC(C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LDLo | oral | 10mg/kg (10mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 35, Pg. 1055, 1993. | |
mouse | LD50 | intramuscular | 16mg/kg (16mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" LUNGS, THORAX, OR RESPIRATION: CYANOSIS | Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. Vol. 11, Pg. 33, 1985. |
mouse | LD50 | intraperitoneal | 70mg/kg (70mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | Digestive Diseases and Sciences. Vol. 30, Pg. 142S, 1985. |
mouse | LD50 | oral | 27mg/kg (27mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | Digestive Diseases and Sciences. Vol. 30, Pg. 142S, 1985. |
rat | LD50 | intramuscular | 19mg/kg (19mg/kg) | LUNGS, THORAX, OR RESPIRATION: CYANOSIS BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. Vol. 11, Pg. 33, 1985. |
rat | LD50 | intraperitoneal | 40mg/kg (40mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Digestive Diseases and Sciences. Vol. 30, Pg. 142S, 1985. |
rat | LD50 | oral | 81mg/kg (81mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" LUNGS, THORAX, OR RESPIRATION: CYANOSIS BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. Vol. 11, Pg. 33, 1985. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
log P (octanol-water) | 4.960 | (none) | EST | |
Water Solubility | 0.186 | mg/L | 25 | EST |
Henry's Law Constant | 1.00E-11 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 1.15E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.