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Glycyl-L-phenylalanyl-L-phenylalanine

HCID 83153
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Basic informationOverviewNames & identifiersPropertiesRelated reactionsCompound notes
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Basic information

CAS
13116-21-7
Standard SMILES
NCC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)C(=O)O
InChIKey
FEUPVVCGQLNXNP-IRXDYDNUSA-N
Molecular formula
C20H23N3O4
Average molar mass
369.4 g/mol
Monoisotopic mass
369.16885622

Overview

Gly-Phe-Phe is a tripeptide composed of one glycine and two L-phenylalanine residues joined in sequence. It has a role as a metabolite.

Names & identifiers

Preferred name
Glycyl-L-phenylalanyl-L-phenylalanine
IUPAC
(2S)-2-[[(2S)-2-[(2-aminoacetyl)amino]-3-phenylpropanoyl]amino]-3-phenylpropanoic acid

Names & synonyms

13116-21-7gly-phe-pheGLYCYL-L-PHENYLALANYL-L-PHENYLALANINEN-(N-Glycyl-3-phenyl-L-alanyl)-3-phenyl-L-alanineCHEBI:73915DTXSID601286873RefChem:1086097DTXCID301717532DTXCID701013360236-042-3DTXSID80875238H-GLY-PHE-PHE-OH
Show more names
glycylphenylalanylphenylalanineGly-Phe-Phe-OHMFCD00038183(S)-2-((S)-2-(2-Aminoacetamido)-3-phenylpropanamido)-3-phenylpropanoic acidEINECS 236-042-3Gly-L-Phe-L-PheL-Phenylalanine, glycyl-L-phenylalanyl-SCHEMBL8068326

Database identifiers

CAS
13116-21-7
PubChem CID
83153
DTXSID
DTXSID601286873
ChEBI
CHEBI:73915
EC Number
236-042-3
Nikkaji
J317.815C

Properties

Computed structural properties

XLogP
-1.3
Topological polar surface area
122 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
5
Rotatable bonds
9
Heavy atoms
27
Formal charge
0
Complexity
499

Related reactions

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Compound notes

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