ChemFOnt: Showing chemical card for N-Lactoylvaline (CFc000042593)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:11 UTC

Chemfont ID

CFc000042593

Molecule Identification

Common Name

N-Lactoylvaline

Definition

N-Lactoylvaline is a lactoyl derivative of phenylalanine. N-Lactoyl-amino acids are ubiquitous pseudodipeptides of lactic acid and amino acids that are rapidly formed by reverse proteolysis. A protease, cytosolic nonspecific dipeptidase 2 (CNDP2), catalyzes their formation. The plasma levels of these metabolites strongly correlate with plasma levels of lactate and amino acid (PMID: 25964343 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
N-Lactoyl-valine	HMDB

Chemical Formula

C₈H₁₅NO₄

Average Molecular Weight

189.211

Monoisotopic Molecular Weight

189.100107967

IUPAC Name

2-[(2S)-2-hydroxypropanamido]-3-methylbutanoic acid

Traditional Name

2-[(2S)-2-hydroxypropanamido]-3-methylbutanoic acid

CAS Registry Number

21753-44-6

SMILES

CC(C)C(NC(=O)[C@H](C)O)C(O)=O

InChI Identifier

InChI=1S/C8H15NO4/c1-4(2)6(8(12)13)9-7(11)5(3)10/h4-6,10H,1-3H3,(H,9,11)(H,12,13)/t5-,6?/m0/s1

InChI Key

IJKKTQLUXOILBQ-ZBHICJROSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Valine or derivatives
Branched fatty acid
Hydroxy fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Secondary alcohol
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062181)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	73.3 g/L	ALOGPS
logP	-0.32	ALOGPS
logP	-0.12	ChemAxon
logS	-0.41	ALOGPS
pKa (Strongest Acidic)	3.98	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.63 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	45.13 m³·mol⁻¹	ChemAxon
Polarizability	18.95 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0062181

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131770417

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for N-Lactoylvaline (CFc000042593)

MOL for CFc000042593 (N-Lactoylvaline)

3D MOL for CFc000042593 (N-Lactoylvaline)

3D SDF for CFc000042593 (N-Lactoylvaline)

3D-SDF for CFc000042593 (N-Lactoylvaline)

PDB for CFc000042593 (N-Lactoylvaline)

3D PDB for CFc000042593 (N-Lactoylvaline)

SMILES for CFc000042593 (N-Lactoylvaline)

INCHI for CFc000042593 (N-Lactoylvaline)

Structure for CFc000042593 (N-Lactoylvaline)

3D Structure for CFc000042593 (N-Lactoylvaline)