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    Polaprezinc

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

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    2D Structure
    Also known as: Polaprezinc, 107667-60-7, Polaprezinc [inn], Beta-alanyl-l-histidinato zinc, Z 103, Carnosine zinc
    Molecular Formula
    C9H11N4O3Zn-
    Molecular Weight
    288.6  g/mol
    InChI Key
    IUWLTSZHVYHOHY-FJXQXJEOSA-L
    Polaprezinc is an orally bioavailable chelate composed of zinc and L-carnosine, with potential gastroprotective, anti-oxidant, anti-ulcer and anti-inflammatory activities. Upon administration, polaprezinc increases the expression of various anti-oxidant enzymes, such as superoxide dismutase 1 (SOD-1), SOD-2, heme oxygenase-1 (HO-1), glutathione S-transferase (GST), glutathione peroxidase (GSH-px), peroxidredoxin-1 (PRDX1; PRXI) and PRXD5 (PRXV) in the gastric mucosa, which protect cells against reactive oxygen species (ROS). In addition, this agent inhibits the activity of the transcription factor nuclear factor-kappaB (NF-kappaB) and reduces the expression of several pro-inflammatory cytokines, such as interleukin (IL) 1beta, IL-6, IL-8, and tumor necrosis factor alpha (TNF-a). Polaprezinc also increases the expression of various growth factors, such as platelet-derived growth factor-B (PDGF-B), vascular endothelial growth factor (VEGF), and nerve growth factor (NGF), and various heat shock proteins (HSPs), including HSP90, HSP70, HSP60, HSP47, HSP27, and HSP10. This protects against damages to, and accelerates healing of the gastric mucosa.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    zinc;(2S)-2-(3-azanidylpropanoylazanidyl)-3-(1H-imidazol-5-yl)propanoate
    2.1.2 InChI
    InChI=1S/C9H13N4O3.Zn/c10-2-1-8(14)13-7(9(15)16)3-6-4-11-5-12-6;/h4-5,7,10H,1-3H2,(H3,11,12,13,14,15,16);/q-1;+2/p-2/t7-;/m0./s1
    2.1.3 InChI Key
    IUWLTSZHVYHOHY-FJXQXJEOSA-L
    2.1.4 Canonical SMILES
    C1=C(NC=N1)CC(C(=O)[O-])[N-]C(=O)CC[NH-].[Zn+2]
    2.1.5 Isomeric SMILES
    C1=C(NC=N1)C[C@@H](C(=O)[O-])[N-]C(=O)CC[NH-].[Zn+2]
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Ahz-zinc

    2. Beta-alanyl-l-histidinato Zinc

    3. Polaprezinc

    4. Z 103

    5. Z-103

    6. Zinc Carnosine

    7. Zinc L-carnosine Complex

    8. Zinc N-(3-aminopropionyl)histidine

    2.2.2 Depositor-Supplied Synonyms

    1. Polaprezinc

    2. 107667-60-7

    3. Polaprezinc [inn]

    4. Beta-alanyl-l-histidinato Zinc

    5. Z 103

    6. Carnosine Zinc

    7. (s)-2-(3-aminopropanamido)-3-(1h-imidazol-5-yl)propanoic Acid Zinc Complex

    8. 0wa1b15a1z

    9. Promac (antiulcer Agent)

    10. Unii-0wa1b15a1z

    11. Ccris 3974

    12. Hy-b0729

    13. N(alpha)-(3-aminopropionyl)histidinato(2-)n1,n2,o(alpha))-zinc

    14. Cs-7571

    15. Zinc, (beta-alanyl-kappan-l-histidinato(2-)-kappan,kappao)-

    16. Zinc, (n-beta-alanyl-l-histidinato(2-)-n,n(sup N),o(sup Alpha))-

    17. (s)-2-(3-aminopropanamido)-3-(1h-imidazol-5-yl)propanoicacidzinccomplex

    18. Zinc, (n-beta-alanyl-l-histidinato(2-)-n,n(n),n3,o(alpha))-, (t-4)-

    19. Catena-poly(zinc-mu-(beta-alanyl-l-histidinato(2(-))-n,n(sup N),o:n(sup Tau)))

    20. Catena-poly(zinc-mu-(beta-alanyl-l-histidinato(2-)-n,n(sup N),o:n(sup Tau)))

    2.3 Create Date
    2010-03-29
    3 Chemical and Physical Properties
    Molecular Weight 288.6 g/mol
    Molecular Formula C9H11N4O3Zn-
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count2
    Exact Mass287.012257 g/mol
    Monoisotopic Mass287.012257 g/mol
    Topological Polar Surface Area87.9 Ų
    Heavy Atom Count17
    Formal Charge-1
    Complexity265
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    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.)