Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00440)
Name
Misoprostol
Synonyms    Click to Show/Hide the Synonyms of This API
misoprostol; 59122-46-2; Cytotec; Isprelor; Misoprostolum [INN-Latin]; SC-29333; Misodel; SC 29333; UNII-0E43V0BB57; CCRIS 6859; HSDB 3573; BRN 4155643; methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(E)-4-hydroxy-4-methyloct-1-enyl]-5-oxocyclopentyl]heptanoate; 0E43V0BB57; NCGC00162445-02; Misoprostolum; Misoprost; Misotol; Prost-13-en-1-oic acid, 11,16-dihydroxy-16-methyl-9-oxo-, methyl ester,(11a,13E)-; Misogon; Misopess; Misotac; GyMiso; methyl (11alpha,13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate; methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(1E)-4-hydroxy-4-methyloct-1-en-1-yl]-5-oxocyclopentyl]heptanoate; Cytotec (TN); misoprostol (methyl ester); SR-01000695425; XP-16J; MVI 200; methyl 7-((1R,2R,3R)-3-hydroxy-2-((E)-4-hydroxy-4-methyloct-1-enyl)-5-oxocyclopentyl)heptanoate; A-Misoprostol; CAS_59122-46-2; Misoprostol [USAN:USP:INN:BAN:JAN]; DSSTox_CID_897; Methyl (+-)-11-alpha,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate; CHEMBL606; SCHEMBL7787; (11-alpha,13E)-(+-)-11,16-Dihydroxy-16-methyl-9-oxoprost-13-en-1-oic acid methyl ester; DSSTox_RID_75852; DSSTox_GSID_20897; MLS000028863; Misoprostol (JAN/USP/INN); GTPL1936; DTXSID7020897; BDBM85606; CHEBI:94387; Misoprostol, >=99% (HPLC); REGID_for_CID_5282381; HMS2090L10; HMS3648F03; HMS3715K08; EX-A1774; HY-B0610; Tox21_112010; MFCD00274550; (+/-)-15-Deoxy-(16RS)-16-hydroxy-16-methylprostaglandin E1 methyl ester; AKOS015899652; CCG-221093; DB00929; Prost-13-en-1-oic acid, 11,16-dihydroxy-16-methyl-9-oxo-, methyl ester, (11alpha,13E)-; SMP1_000193; NCGC00162445-01; NCGC00162445-03; (+-)-Methyl (1R,2R,3R)-3-hydroxy-2-((E)-(4RS)-4-hydroxy-4-methyl-1-octenyl)-5-oxocyclopentaneheptanoate; 103601-27-0; SMR000058558; CAS-59122-46-2; D00419; AB00513745-05; 122M462; A832173; Q416025; Q-201409; SR-01000695425-2; SR-01000695425-4; BRD-A50310035-001-01-6; Misoprostol, European Pharmacopoeia (EP) Reference Standard; UNII-0E43V0BB57 component OJLOPKGSLYJEMD-URPKTTJQSA-N; Misoprostol, United States Pharmacopeia (USP) Reference Standard; (+/-) methyl 11alpha, 16-dihydroxy-16-methyl-9-oxoprost-13E-en-1-oate; (+/-) methyl 11alpha,16-dihydroxy-16-methyl-9-oxoprost-13E-en-1-oate; (+/-) methyl-11alpha,16-dihydroxy-16-methyl-9-oxoprost-13E-en-1-oate; (+/-) methyl-11alpha,16-dihydroxy-16-methyl-9-oxoprost13E-en-1-oate; (+/-)-(11a,13E)-11,16-Dihydroxy-16-methyl-9-oxo-prost-13-en-1-oic acid methyl ester; (11alpha,13E)-11,16-Dihydroxy-16-methyl-9-oxoprosta-13-ene-1-oic acid methyl ester; Misoprostol for system suitability, European Pharmacopoeia (EP) Reference Standard; 7-[(1R,2R,3R)-3-hydroxy-2-[(E)-4-hydroxy-4-methyloct-1-enyl]-5-oxocyclopentyl]heptanoic acid methyl ester; methyl 7-[(1R,2R,3R)-2-[(E)-4-methyl-4-oxidanyl-oct-1-enyl]-3-oxidanyl-5-oxidanylidene-cyclopentyl]heptanoate; Prost-13-en-1-oic acid, 11,16-dihydroxy-16-methyl-9-oxo-, methyl ester, (11alpha,13E)-(+-)-
Clinical Status
Approved
Disease Indication Medical abortion ICD-11: JA00 [1]
PubChem CID
5282381
Formula
C22H38O5
Canonical SMILES
CCCCC(C)(C/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1CCCCCCC(=O)OC)O)O
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
InChIKey
OJLOPKGSLYJEMD-URPKTTJQSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=5282381"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 382.5 Topological Polar Surface Area 83.8
XlogP 3.7 Complexity 487
Heavy Atom Count 27 Rotatable Bond Count 14
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 5
Full List of Drug Formulations (DFMs) Containing This API
          Misoprostol 0.1 mg tablet Click to Show/Hide the Full List of Formulation(s):          3 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Crospovidone; Cellulose, microcrystalline; Hydrogenated castor oil
                   Dosage Form Oral Tablet
                   Company Aidarex Pharmaceuticals; Lupin Pharmaceuticals; Novel Laboratories
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Crospovidone DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
             Drug Formulation 2 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Hypromellose; Cellulose, microcrystalline; Hydrogenated castor oil
                   Dosage Form Oral Tablet
                   Company Physicians Total Care
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [3]
             Drug Formulation 3 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Hypromellose; Cellulose, microcrystalline; Sodium starch glycolate type a potato
                   Dosage Form Oral Tablet
                   Company Apotheca
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [3]
          Misoprostol 0.2 mg tablet Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Crospovidone; Cellulose, microcrystalline; Hydrogenated castor oil
                   Dosage Form Oral Tablet
                   Company Aidarex Pharmaceuticals; Avera McKennan Hospital; GenBioPro; Kaiser Foundation Hospitals; Lupin Pharmaceuticals; Novel Laboratories; PD-Rx Pharmaceuticals; Raritan Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Crospovidone DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
References
1 FDA label for approved misoprostol from the official website of the U.S. Food and Drug Administration.
2 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.
3 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.

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