M6807
Misoprostol
≥99% (HPLC)
Synonym(s):
(±)-15-Deoxy-(16RS)-16-hydroxy-16-methylprostaglandin E1 methyl ester
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About This Item
Empirical Formula (Hill Notation):
C22H38O5
CAS Number:
Molecular Weight:
382.53
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Quality Level
assay
≥99% (HPLC)
form
liquid
functional group
ester
storage temp.
−20°C
SMILES string
CCCCC(C)(O)C\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC
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
InChI key
OJLOPKGSLYJEMD-URPKTTJQSA-N
Gene Information
human ... PTGER3(5733), PTGIR(5739)
Biochem/physiol Actions
Cytoprotective PGE1 analog that prevents NSAID-induced gastric ulceration.
PGE1 analog prodrug which is rapidly de-esterified to active "misoprostolic acid". Cited for extremely wide-ranging therapeutic effects, including prevention of NSAID-induced gastric ulceration, regulation of immunologic cascades, inhibition of platelet-activating factor (PAF), treatment of ethanol- and acetaminophen-induced hepatotoxicity and hepatitis, and stimulation of cartilage repair after injury.
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flash_point_f
Not applicable
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Repr. 1B
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_c
Not applicable
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Related Content
D Y Graham et al.
Lancet (London, England), 2(8623), 1277-1280 (1988-12-03)
A double-blind, placebo-controlled study was carried out to see whether the synthetic E prostaglandin, misoprostol, would prevent gastric ulcer induced by non-steroidal anti-inflammatory drugs (NSAIDs). 420 patients with osteoarthritis and NSAID-associated abdominal pain were studied; they were receiving ibuprofen, piroxicam
Ingrid Sääv et al.
Human reproduction (Oxford, England), 30(6), 1314-1322 (2015-04-04)
Can sublingual administration of misoprostol 1 h prior to vacuum aspiration be more effective than vaginal administration and as effective as either route three 3 h prior to surgery? Sublingually administered misoprostol is superior to vaginally administered misoprostol when given
Jeffrey Michael Smith et al.
BMC pregnancy and childbirth, 13, 44-44 (2013-02-21)
Hemorrhage continues to be a leading cause of maternal death in developing countries. The 2012 World Health Organization guidelines for the prevention and management of postpartum hemorrhage (PPH) recommend oral administration of misoprostol by community health workers (CHWs). However, there