General Information of API (ID: D01006)
Name
Dinoprostone
Synonyms    Click to Show/Hide the Synonyms of This API
Prostaglandin E2; Dinoprostone; PGE2; 363-24-6; Prostin E2; Prepidil; Cervidil; Propess; Minprositin E2; Minprostin E2; Dinoproston; Prostin; (15S)-Prostaglandin E2; Prostarmon E; Dinoprostonum; l-Prostaglandin E2; Dinoprostona; Glandin; l-PGE2; (5Z,11alpha,13E,15S)-11,15-dihydroxy-9-oxoprosta-5,13-dien-1-oic acid; U-12062; (-)-Prostaglandin E2; Prostaglandin E; UNII-K7Q1JQR04M; (E,Z)-(1R,2R,3R)-7-(3-Hydroxy-2-((3S)-(3-hydroxy-1-octenyl))-5-oxocyclopentyl)-5-heptenoic acid; NSC 165560; [3H]PGE2; U 12062; [3H]prostaglandin E2; CHEMBL548; NSC 196514; K7Q1JQR04M; 7-(3-Hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl)-5-heptenoic acid; l-7-(3-Hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl)-5-heptenoic acid; (Z)-7-[(1R,2R,3R)-3-Hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid; (Z)-7-((1R,2R,3R)-3-Hydroxy-2-((S,E)-3-hydroxyoct-1-en-1-yl)-5-oxocyclopentyl)hept-5-enoic acid; (5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoate; CHEBI:15551; (5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate; 5-Heptenoic acid, 7-(3-hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl)-, l-; PGE2alpha; Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-9-oxo-, (5Z,11alpha,13E,15S)-; MFCD00077861; Prostaglandin E(2); NSC-165560; NSC-196514; (Z)-7-[(1r,2r,3r)-3-Hydroxy-2-[(E,3s)-3-Hydroxyoct-1-Enyl]-5-Oxo-Cyclopentyl]hept-5-Enoic Acid; NCGC00092361-05; Prostaglandin E2alpha; Prostaglandin E2.alpha.; (5Z,13E,15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dien-1-oic acid; DSSTox_CID_2947; 5-Heptenoic acid, 7-(3-hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl)-; DSSTox_RID_76801; DSSTox_GSID_22947; Dinoprostonum [INN-Latin]; U-12,062; 9-oxo-11R,15S-dihydroxy-5Z,13E-prostadienoic acid; Dinoprostona [INN-Spanish]; Cerviprime; Prostenone; Enzaprost E; 7-[3-Hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl]-5-heptenoic acid; Prostarmon E2; Cervidil (TN); Prepidil (TN); (5Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid; CAS-363-24-6; Dinoprostone Prostaglandin E2; U,062; Prostin E2 (TN); PGE2-[3,3,4,4-d4]; SR-05000001459; EINECS 206-656-6; Dinoprostone (JAN/USP/INN); (5Z,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-oic acid; BML1-F07; Prosta-5, (5Z,11.alpha.,13E,15S)-11,15-dihydroxy-9-oxo-; Prosta-5, 11,15-dihydroxy-9-oxo-, (5Z,11.alpha.,13E,15S)-; Prosta-5, 11,5-dihydroxy-9-oxo-, (5Z,11.alpha.,13E,15S)-; [3H]dinoprostone; 5-Heptenoic acid, 7-[3-hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl]-; prosta-glandin e2; NCGC00092361-06; (E,2R,3R)-7-[3-hydroxy-2-[(3S)-(3-hydroxy-1-octenyl)]-5-oxocyclopentyl]-5-heptenoic acid; P2E; Prestwick_793; (5Z,11-alpha,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-oic acid; [3H]prostin E2; BMS-279654 & PGE2; Dinoprostone beta-Cyclodextrin Clathrate; Dinoprostone [USAN:USP:INN:BAN:JAN]; Prostaglandin E2, 98%; (5Z,11alpha,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-oic; SCHEMBL25533; BSPBio_001490; GTPL1883; GTPL1916; DTXSID4022947; [3H]-PGE2; BDBM35847; HMS1361K12; HMS1791K12; HMS1989K12; HMS2089D17; HMS3268J12; HMS3402K12; HMS3413C20; HMS3648F07; HMS3677C20; (Z)-7-((1R,2R,3R)-3-hydroxy-2-((S,E)-3-hydroxyoct-1-enyl)-5-oxocyclopentyl)hept-5-enoic acid; AMY30102; EX-A1773; ZINC3830713; Tox21_111196; LMFA03010003; NSC165560; NSC196514; s3003; (5Z,11.alpha.,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-oic acid; (5Z,11alpha,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid; AKOS015920228; Tox21_111196_1; AC-6098; CCG-208092; CCG-208256; CS-6932; DB00917; IDI1_033960; Prosta-5,13-dien-1-oic acid, (5Z,11-alpha,13E,15S)-11,15-dihydroxy-9-oxo-; SMP2_000056; NCGC00092361-01; NCGC00092361-02; NCGC00092361-03; NCGC00092361-04; AS-71847; HY-101952; B7005; P1884; 1798-EP2272832A1; 1798-EP2277848A1; 1798-EP2277858A1; 1798-EP2295055A2; 1798-EP2298767A1; 1798-EP2301922A1; 1798-EP2305641A1; 1798-EP2305653A1; 1798-EP2308510A1; 1798-EP2308872A1; 1798-EP2311453A1; 1798-EP2311808A1; 1798-EP2311829A1; 1798-EP2314574A1; 1798-EP2314587A1; 1798-EP2316829A1; C00584; D00079; Prostaglandin E2, >=93% (HPLC), synthetic; 363P246; Q416554; SR-01000946417; J-502620; SR-01000946417-1; SR-05000001459-1; SR-05000001459-3; SR-05000001459-4; BRD-K26521938-001-04-9; 05D31BD5-818B-4A92-8CFC-BEC19926A5B3; 2-AMINO-1-BENZO[1,3]DIOXOL-5-YL-ETHANONEHYDROCHLORIDE; Dinoprostone, European Pharmacopoeia (EP) Reference Standard; (5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoic acid; (5Z,13E,15S)-11-alpha,15-dihydroxy-9-oxoprost-5,13-dienoate; Dinoprostone, United States Pharmacopeia (USP) Reference Standard; (5Z,11?,13E,15S)-11,15-Dihydroxy-9-oxo-prosta-5,13-dien-1oic acid; (5Z,11I+/-,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid; (5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid; (5Z,13E,15S)-11-alpha,15-dihydroxy-9-oxoprost-5,13-dienoic acid; Prostaglandin E2, synthetic, powder, BioReagent, suitable for cell culture; (5Z,11alpha,12alpha,13E,15S)-11,15-dihydroxy-9-oxoprosta-5,13-dien-1-oic acid; (5Z,11alpha,13E,15S)-11,15-Dihydroxy-9-o xo-prosta-5,13-dien-1oic acid; 5-Heptenoic acid, 7-(3-hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl)- (8CI); Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-9-oxo-, (5Z,11.alpha.,13E,15S)-; Prostaglandin E2, gamma-irradiated, powder, BioXtra, suitable for cell culture
Clinical Status
Approved
PubChem CID
5280360
Formula
C20H32O5
Canonical SMILES
CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1C/C=C\\CCCC(=O)O)O)O
InChI
1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1
InChIKey
XEYBRNLFEZDVAW-ARSRFYASSA-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=5280360"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 352.5 Topological Polar Surface Area 94.8
XlogP 2.8 Complexity 469
Heavy Atom Count 25 Rotatable Bond Count 12
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 5
Full List of Drug Formulations (DFMs) Containing This API
          Dinoprostone 10mg extended release insert 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
Polyethylene Oxide; Urethane Polymer
                   Dosage Form Extended Release Insert
                   Company Ferring Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Polyethylene glycol 4000 DIG Info Albendazole monooxygenase (Inhibition ratio < 40 %) [1]
          Dinoprostone 0.5mg/3gm gel 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
Colloidal Silicon Dioxide Nf; Triacetin Usp
                   Dosage Form Gel
                   Company Pfizer
References
1 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.

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