Bovine Metabolome Database: Showing metabocard for N-Acetyl-L-glutamate 5-semialdehyde (BMDB0006488)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:22:31 UTC

Update Date

2020-04-22 15:17:35 UTC

BMDB ID

BMDB0006488

Secondary Accession Numbers

BMDB06488

Metabolite Identification

Common Name

N-Acetyl-L-glutamate 5-semialdehyde

Description

N-Acetyl-L-glutamate 5-semialdehyde, also known as 2-acetamido-5-oxovaleric acid or N-acetyl-5-oxo-L-norvaline, belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom. N-Acetyl-L-glutamate 5-semialdehyde exists in all living species, ranging from bacteria to plants to humans. Based on a literature review very few articles have been published on N-Acetyl-L-glutamate 5-semialdehyde.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Acetamido-5-oxovaleric acid	ChEBI
N-Acetyl-5-oxo-L-norvaline	ChEBI
2-Acetamido-5-oxopentanoate	Kegg
2-Acetamido-5-oxovalerate	Generator
2-Acetamido-5-oxopentanoic acid	Generator
N-Acetyl-L-glutamic acid 5-semialdehyde	Generator
N-Acetyl-L-glutamic acid gamma-semialdehyde	MeSH, HMDB

Chemical Formula

C₇H₁₁NO₄

Average Molecular Weight

173.1665

Monoisotopic Molecular Weight

173.068807845

IUPAC Name

(2S)-2-acetamido-5-oxopentanoic acid

Traditional Name

N-acetyl-5-oxo-L-norvaline

CAS Registry Number

13074-21-0

SMILES

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

InChI Identifier

InChI=1S/C7H11NO4/c1-5(10)8-6(7(11)12)3-2-4-9/h4,6H,2-3H2,1H3,(H,8,10)(H,11,12)/t6-/m0/s1

InChI Key

BCPSFKBPHHBDAI-LURJTMIESA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon 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-L-alpha-amino acids

Alternative Parents

Substituents

N-acyl-l-alpha-amino acid
Fatty acid
Alpha-hydrogen aldehyde
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Aldehyde
Carbonyl group
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

acetamides (CHEBI:16319 )
glutamic semialdehyde (CHEBI:16319 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Mitochondria

Physical Properties

State

Solid

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	-0.43	ALOGPS
logP	-1.3	ChemAxon
logS	-0.97	ALOGPS
pKa (Strongest Acidic)	3.72	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.47 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	39.81 m³·mol⁻¹	ChemAxon
Polarizability	16.46 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon