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    Enprostil

    ACTIVE PHARMA INGREDIENTS

    PharmaCompass
    Xls

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    2D Structure
    Also known as: 73121-56-9, Camleed, Gardrin, Rs-84135, Rs 84135-004, Gardrine
    Molecular Formula
    C23H28O6
    Molecular Weight
    400.5  g/mol
    InChI Key
    PTOJVMZPWPAXER-VFJVYMGBSA-N
    A synthetic PGE2 analog that has an inhibitory effect on gastric acid secretion, a mucoprotective effect, and a postprandial lowering effect on gastrin. It has been shown to be efficient and safe in the treatment of gastroduodenal ulcers.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 InChI
    InChI=1S/C23H28O6/c1-28-23(27)12-8-3-2-7-11-19-20(22(26)15-21(19)25)14-13-17(24)16-29-18-9-5-4-6-10-18/h3-7,9-10,13-14,17,19-20,22,24,26H,8,11-12,15-16H2,1H3/b14-13+/t2?,17-,19-,20-,22-/m1/s1
    2.1.2 InChI Key
    PTOJVMZPWPAXER-VFJVYMGBSA-N
    2.1.3 Canonical SMILES
    COC(=O)CCC=C=CCC1C(C(CC1=O)O)C=CC(COC2=CC=CC=C2)O
    2.1.4 Isomeric SMILES
    COC(=O)CCC=C=CC[C@@H]1[C@H]([C@@H](CC1=O)O)/C=C/[C@H](COC2=CC=CC=C2)O
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Enprostil, (1alpha(r*),2beta(1e,3r*),3alpha)-(+-)-isomer

    2. Enprostil, (1alpha(r*),2beta(1e,3s*),3alpha)-(+-)-isomer

    3. Enprostil, (1alpha,2alpha(1e,3s*),3beta)-(+-)-isomer

    4. Enprostil, (1alpha,2beta(1e,3r*),3alpha)-(+-)-isomer

    5. Enprostil, (1r-(1(r*),2beta(1e,3r*),3alpha))-isomer

    6. Enprostil, (1r-(1alpha(s*),2beta(1e,3r*),3alpha))-isomer

    7. Enprostil, (1r-(1alpha,2beta(1e,3r*),3alpha))-isomer

    8. Enprostil, (1s-(1alpha(r*),2beta(1e,3r*),3alpha))-isomer

    9. Enprostil, (1s-(1alpha(s*),2beta(1e,3r*),3alpha))-isomer

    10. Gardrin

    11. Rs 84135

    12. Rs-84135

    13. Rs84135

    2.2.2 Depositor-Supplied Synonyms

    1. 73121-56-9

    2. Camleed

    3. Gardrin

    4. Rs-84135

    5. Rs 84135-004

    6. Gardrine

    7. Syngard

    8. Enprostil (jan/usan/inn)

    9. Camleed (tn)

    10. Rs-86505-007

    11. Schembl186877

    12. Gtpl1918

    13. Chembl2104194

    14. Dtxsid401021647

    15. Ex-a6212

    16. Zinc3812898

    17. Akos016014109

    18. D01891

    19. Methyl 7-[(1r,2r,3r)-3-hydroxy-2-[(e,3r)-3-hydroxy-4-(phenoxy)but-1-enyl]-5-oxocyclopentyl]hepta-4,5-dienoate

    2.3 Create Date
    2005-12-16
    3 Chemical and Physical Properties
    Molecular Weight 400.5 g/mol
    Molecular Formula C23H28O6
    XLogP31.3
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count11
    Exact Mass400.18858861 g/mol
    Monoisotopic Mass400.18858861 g/mol
    Topological Polar Surface Area93.1 Ų
    Heavy Atom Count29
    Formal Charge0
    Complexity613
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anti-Ulcer Agents

    Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)

    4.2 ATC Code

    A - Alimentary tract and metabolism

    A02 - Drugs for acid related disorders

    A02B - Drugs for peptic ulcer and gastro-oesophageal reflux disease (gord)

    A02BB - Prostaglandins

    A02BB02 - Enprostil