Val-Pro-Pro
Grundinformationen
- CAS
58872-39-2- Standard-SMILES
CC(C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)O- InChIKey
DOFAQXCYFQKSHT-SRVKXCTJSA-N- Summenformel
- C15H25N3O4
- Durchschnittliche Molmasse
- 311,38 g/mol
- Monoisotopische Masse
- 311,18450629
Überblick
Val-Pro-Pro is a tripeptide composed of L-valine and two L-proline units joined by peptide linkages. It has a role as a metabolite. It is functionally related to a L-valine and a L-proline.
Namen und Bezeichner
- Bevorzugter Name
- Val-Pro-Pro
- IUPAC
- (2S)-1-[(2S)-1-[(2S)-2-amino-3-methylbutanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid
- Englischer Name
- H-VAL-PRO-PRO-OH
- Summenformel
- C15H25N3O4
- Molmasse
- 311.38
Namen und Synonyme
Val-pro-pro58872-39-2L-valyl-L-prolyl-L-prolineL-Proline, L-valyl-L-prolyl-valine-proline-prolineVPP peptidevalyl-prolyl-prolineL-Proline, 1-(1-L-valyl-L-prolyl)-2U1R84870F(2S)-1-[(2S)-1-[(2S)-2-AMINO-3-METHYLBUTANOYL]PYRROLIDINE-2-CARBONYL]PYRROLIDINE-2-CARBOXYLIC ACIDCHEBI:73696(2S)-1-((2S)-1-((2S)-2-amino-3-methylbutanoyl)pyrrolidine-2-carbonyl)pyrrolidine-2-carboxylic acid
Weitere Namen anzeigen
VPP Tripeptideinhibit,Angiotensin Receptor,Inhibitor,H Val Pro Pro OH,HValProProOH
RefChem:193525H-val-pro-pro-oh(S)-1-((S)-1-((S)-2-Amino-3-methylbutanoyl)pyrrolidine-2-carbonyl)pyrrolidine-2-carboxylic acidUNII-2U1R84870FMFCD08458654CHEMBL190414H-Val-Pro-Pro-OH?L-Val-L-Pro-L-Pro
Datenbank-Bezeichner
- CAS
58872-39-2- PubChem CID
- 9818200
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -2,1
- Polarare Oberfläche (TPSA)
- 104 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 22
- Formalladung
- 0
- Komplexität
- 466
Physikochemische Eigenschaften
- Siedepunkt
- 566.4 · 566.4±50.0 °C(Predicted)
- Dichte
- 1.274 · 1.274±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- Soluble in DMSO
- pka
- 3.42 · 3.42±0.20(Predicted)
- Aggregatzustand
- Solid
- Farbe
- White to off-white
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
A class of drugs whose main indications are the treatment of hypertension and heart failure. They exert their hemodynamic effect mainly by inhibiting the renin-angiotensin system. They also modulate sympathetic nervous system activity and increase prostaglandin synthesis. They cause mainly vasodilation and mild natriuresis without affecting heart rate and contractility.
Anwendungen
VerwendenH-val-pro-pro-oh, is a synthetic tripeptide, that has shown to be naturally in milk, and can enhance insulin sensitivity and prevent insulin resistance in 3T3-F442A pre-adipocyte. It is also an antiinflammatory and antihypertensive agent.
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