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Glycyl-prolyl-arginine

HCID 170776
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Basic information

CAS
47295-77-2
Standard SMILES
NCC(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCN=C(N)N)C(=O)O
InChIKey
JYPCXBJRLBHWME-IUCAKERBSA-N
Molecular formula
C13H24N6O4
Average molar mass
328.37 g/mol
Monoisotopic mass
328.18590327

Overview

Gly-Pro-Arg is a tripeptide.

Names & identifiers

Preferred name
Glycyl-prolyl-arginine
IUPAC
(2S)-2-[[(2S)-1-(2-aminoacetyl)pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoic acid
English name
H-Gly-Pro-Arg-OH
Molecular formula
C13H24N6O4
Molecular weight
328.37

Names & synonyms

Glycyl-prolyl-arginine47295-77-2Gly-pro-argGlycylprolylarginineGlycyl-L-prolyl-L-arginineDTXSID00197085L-Arginine, N2-(1-glycyl-L-prolyl)-RefChem:143986DTXCID10119576G-P-R(2S)-2-[[(2S)-1-(2-aminoacetyl)pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoic acidGPR
Show more names
H-Gly-Pro-Arg-OHL-Arginine, glycyl-L-prolyl-
Glycyl-L-prolyl-N~5~-(diaminomethylidene)-L-ornithineorb1981158SCHEMBL7853147CHEMBL3752079SCHEMBL29350916CHEBI:163949HY-P3528FG73425

Database identifiers

CAS
47295-77-2
PubChem CID
170776
DTXSID
DTXSID00197085
ChEMBL
CHEMBL3752079
ChEBI
CHEBI:163949
Nikkaji
J378.769I

Properties

Computed structural propertiesFilling in

XLogP
-5.8
Topological polar surface area
177 Ų
Hydrogen bond donors
5
Hydrogen bond acceptors
6
Rotatable bonds
8
Heavy atoms
23
Formal charge
0
Complexity
477

Chemistry & industry

Applications

UsesGPR is a three amino acid peptide. GPR can rescue cultured rat hippocampal neurons from Aβ-induced neuronal death by inhibiting caspase-3/p53 dependent apoptosis. GPR can be used for the research of Alzheimer's disease (AD).

Additional notes

DefinitionChEBI: Gly-Pro-Arg is an oligopeptide.

Related reactions

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Compound notes

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