Bovine Metabolome Database: Showing metabocard for Lysyl-Phenylalanine (BMDB0062250)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2018-07-17 17:22:50 UTC

Update Date

2020-03-13 17:35:00 UTC

BMDB ID

BMDB0062250

Secondary Accession Numbers

BMDB62250

Metabolite Identification

Common Name

Lysyl-Phenylalanine

Description

Lysyl-phenylalanine, also known as K-F dipeptide or lys-phe, 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. Lysyl-phenylalanine is possibly soluble (in water) and a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-[(2,6-Diamino-1-hydroxyhexylidene)amino]-3-phenylpropanoate	Generator
K-F Dipeptide	HMDB
KF Dipeptide	HMDB
L-Lysyl-L-phenylalanine	HMDB
Lys-phe	HMDB
Lysine phenylalanine dipeptide	HMDB
Lysine-phenylalanine dipeptide	HMDB
Lysylphenylalanine	HMDB
Lysylphenylalanine diacetate, (L)-isomer	MeSH, HMDB
Lysylphenylalanine dihydrochloride, (L)-isomer	MeSH, HMDB
Lysylphenylalanine monohydrochloride, (L)-isomer	MeSH, HMDB

Chemical Formula

C₁₅H₂₃N₃O₃

Average Molecular Weight

293.3614

Monoisotopic Molecular Weight

293.173941617

IUPAC Name

2-[(2,6-diamino-1-hydroxyhexylidene)amino]-3-phenylpropanoic acid

Traditional Name

2-[(2,6-diamino-1-hydroxyhexylidene)amino]-3-phenylpropanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H23N3O3/c16-9-5-4-8-12(17)14(19)18-13(15(20)21)10-11-6-2-1-3-7-11/h1-3,6-7,12-13H,4-5,8-10,16-17H2,(H,18,19)(H,20,21)

InChI Key

QCZYYEFXOBKCNQ-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
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
Benzenoid
Fatty acyl
Amino acid or derivatives
Secondary carboxylic acid amide
Amino acid
Carboxamide group
Carboxylic acid
Monocarboxylic acid or derivatives
Organopnictogen compound
Primary aliphatic amine
Organic oxygen compound
Amine
Organic oxide
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.8	ALOGPS
logP	-3.3	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.5	ChemAxon
pKa (Strongest Basic)	10.3	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	121.93 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	80.25 m³·mol⁻¹	ChemAxon
Polarizability	32.2 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Milk

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Milk	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 29565828	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0304786

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB098216

KNApSAcK ID

Not Available

Chemspider ID

2701928

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3459978

PDB ID

Not Available

ChEBI ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Pan L, Yu J, Mi Z, Mo L, Jin H, Yao C, Ren D, Menghe B: A Metabolomics Approach Uncovers Differences between Traditional and Commercial Dairy Products in Buryatia (Russian Federation). Molecules. 2018 Mar 22;23(4). pii: molecules23040735. doi: 10.3390/molecules23040735. [PubMed:29565828 ]

Showing metabocard for Lysyl-Phenylalanine (BMDB0062250)

Structure for BMDB0062250 (Lysyl-Phenylalanine)