ChemFOnt: Showing chemical card for Leucylphenylalanine (CFc000008268)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:54:57 UTC

Chemfont ID

CFc000008268

Molecule Identification

Common Name

Leucylphenylalanine

Definition

Leucylphenylalanine is a dipeptide composed of leucine and phenylalanine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signalling 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
2-[(2-Amino-1-hydroxy-4-methylpentylidene)amino]-3-phenylpropanoate	Generator
2-(2-amino-4-Methyl-pentanoylamino)-3-phenyl-propionic acid	HMDB
DL-Leu-DL-phe	HMDB
DL-Leucyl-DL-phenylalanine	HMDB
Leu-phe	HMDB, MeSH
(2S,3S)-(2-2H,3-2H)-Leucine-(S)-phenylalanine	MeSH, HMDB
Leucylphenylalanine	MeSH, HMDB
Leucyl-phenylalanine	MeSH

Chemical Formula

C₁₅H₂₂N₂O₃

Average Molecular Weight

278.3468

Monoisotopic Molecular Weight

278.16304258

IUPAC Name

2-(2-amino-4-methylpentanamido)-3-phenylpropanoic acid

Traditional Name

leu-phe

CAS Registry Number

3063-05-6

SMILES

CC(C)CC(N)C(=O)NC(CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C15H22N2O3/c1-10(2)8-12(16)14(18)17-13(15(19)20)9-11-6-4-3-5-7-11/h3-7,10,12-13H,8-9,16H2,1-2H3,(H,17,18)(H,19,20)

InChI Key

KFKWRHQBZQICHA-UHFFFAOYSA-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
Leucine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Monocyclic benzene moiety
Fatty amide
N-acyl-amine
Fatty acyl
Benzenoid
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Hydrocarbon derivative
Primary aliphatic amine
Amine
Organic oxygen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Primary amine
Organonitrogen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0013243)

Excreta

Biofluid or Excreta

Urine (PMID: 19309105)
Feces (PMID: 25486321)

Source

Endogenous

Endogenous (HMDB: HMDB0013243)

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	0.21 g/L	ALOGPS
logP	-0.62	ALOGPS
logP	-0.47	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.95	ChemAxon
pKa (Strongest Basic)	8.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	76.09 m³·mol⁻¹	ChemAxon
Polarizability	30.45 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0302841

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB006480

KNApSAcK ID

Not Available

Chemspider ID

227629

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Leucylphenylalanine (CFc000008268)

MOL for CFc000008268 (Leucylphenylalanine)

3D MOL for CFc000008268 (Leucylphenylalanine)

3D SDF for CFc000008268 (Leucylphenylalanine)

3D-SDF for CFc000008268 (Leucylphenylalanine)

PDB for CFc000008268 (Leucylphenylalanine)

3D PDB for CFc000008268 (Leucylphenylalanine)

SMILES for CFc000008268 (Leucylphenylalanine)

INCHI for CFc000008268 (Leucylphenylalanine)

Structure for CFc000008268 (Leucylphenylalanine)

3D Structure for CFc000008268 (Leucylphenylalanine)