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Technical details about Polaprezinc, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. 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.)


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