ChemFOnt: Showing chemical card for N-Lactoylisoleucine (CFc000042592)

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

CFc000042592

Molecule Identification

Common Name

N-Lactoylisoleucine

Definition

N-Lactoylisoleucine 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
(2S,5S)-2-[(2R)-Butan-2-yl]-5-hydroxy-4-oxohexanoate	Generator
N-Lactoyl-isoleucine	HMDB

Chemical Formula

C₁₀H₁₈O₄

Average Molecular Weight

202.25

Monoisotopic Molecular Weight

202.12050906

IUPAC Name

(2S,5S)-2-[(2R)-butan-2-yl]-5-hydroxy-4-oxohexanoic acid

Traditional Name

(2S,5S)-2-[(2R)-butan-2-yl]-5-hydroxy-4-oxohexanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C10H18O4/c1-4-6(2)8(10(13)14)5-9(12)7(3)11/h6-8,11H,4-5H2,1-3H3,(H,13,14)/t6-,7+,8+/m1/s1

InChI Key

DYYQDDUCQLULFE-CSMHCCOUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Medium-chain keto acids and derivatives

Direct Parent

Medium-chain keto acids and derivatives

Alternative Parents

Substituents

Medium-chain keto acid
Gamma-keto acid
Branched fatty acid
Methyl-branched fatty acid
Hydroxy fatty acid
Acyloin
Fatty acyl
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062180)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	15 g/L	ALOGPS
logP	0.91	ALOGPS
logP	1.4	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	4.56	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	51.61 m³·mol⁻¹	ChemAxon
Polarizability	21.49 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

HMDB0062180

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

131770416

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for N-Lactoylisoleucine (CFc000042592)

MOL for CFc000042592 (N-Lactoylisoleucine)

3D MOL for CFc000042592 (N-Lactoylisoleucine)

3D SDF for CFc000042592 (N-Lactoylisoleucine)

3D-SDF for CFc000042592 (N-Lactoylisoleucine)

PDB for CFc000042592 (N-Lactoylisoleucine)

3D PDB for CFc000042592 (N-Lactoylisoleucine)

SMILES for CFc000042592 (N-Lactoylisoleucine)

INCHI for CFc000042592 (N-Lactoylisoleucine)

Structure for CFc000042592 (N-Lactoylisoleucine)

3D Structure for CFc000042592 (N-Lactoylisoleucine)