ChemFOnt: Showing chemical card for Arginylphenylalanine (CFc000009985)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:17 UTC

Chemfont ID

CFc000009985

Molecule Identification

Common Name

Arginylphenylalanine

Definition

Arginylphenylalanine is a dipeptide composed of arginine and phenylalanine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Arginyl-phenylalanine	ChEBI
L-Arg-L-phe	ChEBI
R-F	ChEBI
RF	ChEBI
Arg-phe	HMDB
Arginine phenylalanine dipeptide	HMDB
Arginine-phenylalanine dipeptide	HMDB
L-Arginyl-L-phenylalanine	HMDB
N-Arginylphenylalanine	HMDB
N-L-Arginyl-3-phenylalanine	HMDB
N-L-Arginyl-L-phenylalanine	HMDB
R-F Dipeptide	HMDB
RF Dipeptide	HMDB
Arginylphenylalanine	ChEBI

Chemical Formula

C₁₅H₂₃N₅O₃

Average Molecular Weight

321.381

Monoisotopic Molecular Weight

321.180089621

IUPAC Name

(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-3-phenylpropanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-3-phenylpropanoic acid

CAS Registry Number

2047-13-4

SMILES

N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C15H23N5O3/c16-11(7-4-8-19-15(17)18)13(21)20-12(14(22)23)9-10-5-2-1-3-6-10/h1-3,5-6,11-12H,4,7-9,16H2,(H,20,21)(H,22,23)(H4,17,18,19)/t11-,12-/m0/s1

InChI Key

PQBHGSGQZSOLIR-RYUDHWBXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Phenylalanine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Monocyclic benzene moiety
N-acyl-amine
Benzenoid
Fatty amide
Fatty acyl
Guanidine
Amino acid or derivatives
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Organic 1,3-dipolar compound
Carboxylic acid
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Monocarboxylic acid or derivatives
Organopnictogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Primary aliphatic amine
Organic oxide
Primary amine
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dipeptide (CHEBI:73818 )

Functional Ontology

Not Available

Feces (PMID: 27275383)

Source

Endogenous

Endogenous (HMDB: HMDB0028716)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	-3.1	ALOGPS
logP	-2	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	3.7	ChemAxon
pKa (Strongest Basic)	12.04	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	154.32 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	95.84 m³·mol⁻¹	ChemAxon
Polarizability	34.23 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0028716

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111773

KNApSAcK ID

Not Available

Chemspider ID

133060

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

150964

PDB ID

Not Available

ChEBI ID

73818

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Arginylphenylalanine (CFc000009985)

MOL for CFc000009985 (Arginylphenylalanine)

3D MOL for CFc000009985 (Arginylphenylalanine)

3D SDF for CFc000009985 (Arginylphenylalanine)

3D-SDF for CFc000009985 (Arginylphenylalanine)

PDB for CFc000009985 (Arginylphenylalanine)

3D PDB for CFc000009985 (Arginylphenylalanine)

SMILES for CFc000009985 (Arginylphenylalanine)

INCHI for CFc000009985 (Arginylphenylalanine)

Structure for CFc000009985 (Arginylphenylalanine)

3D Structure for CFc000009985 (Arginylphenylalanine)