Bovine Metabolome Database: Showing metabocard for L-Glutamic-gamma-semialdehyde (BMDB0002104)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:51:16 UTC

Update Date

2020-05-21 16:26:55 UTC

BMDB ID

BMDB0002104

Secondary Accession Numbers

BMDB02104

Metabolite Identification

Common Name

L-Glutamic-gamma-semialdehyde

Description

L-Glutamic gamma-semialdehyde, also known as L-glutamate 5-semialdehyde or 5-oxo-L-norvaline, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-Glutamic gamma-semialdehyde is a very strong basic compound (based on its pKa). L-Glutamic gamma-semialdehyde exists in all living species, ranging from bacteria to humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5-oxo-L-Norvaline	ChEBI
L-Glutamate 5-semialdehyde	ChEBI
L-Glutamate gamma-semialdehyde	ChEBI
L-Glutamic acid 5-semialdehyde	Generator
L-Glutamate g-semialdehyde	Generator
L-Glutamate γ-semialdehyde	Generator
L-Glutamic acid g-semialdehyde	Generator
L-Glutamic acid gamma-semialdehyde	Generator
L-Glutamic acid γ-semialdehyde	Generator
L-Glutamic g-semialdehyde	Generator
L-Glutamic γ-semialdehyde	Generator
Glutamate-semialdehyde	HMDB
Glutamic gamma-semialdehyde	HMDB
L-Glutamate-5-semialdehyde	HMDB
L-Glutamate-gamma-semialdehyde	HMDB
L-Glutamic-gamma-semialdehyde	HMDB
gamma-Glutamyl semialdehyde	HMDB
Glutamate gamma-semialdehyde	HMDB
Glutamic acid gamma-semialdehyde	HMDB
Glutamic acid gamma-semialdehyde, (L)-isomer	HMDB

Chemical Formula

C₅H₉NO₃

Average Molecular Weight

131.1299

Monoisotopic Molecular Weight

131.058243159

IUPAC Name

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

Traditional Name

4-carboxy-4-aminobutanal

CAS Registry Number

496-92-4

SMILES

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

InChI Identifier

InChI=1S/C5H9NO3/c6-4(5(8)9)2-1-3-7/h3-4H,1-2,6H2,(H,8,9)/t4-/m0/s1

InChI Key

KABXUUFDPUOJMW-BYPYZUCNSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as l-alpha-amino acids. These are 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

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Fatty acid
Alpha-hydrogen aldehyde
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Aldehyde
Hydrocarbon derivative
Organic oxide
Primary amine
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Amine
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

glutamic semialdehyde (CHEBI:17232 )

Ontology

Status

Expected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Cytoplasm
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	-2.6	ALOGPS
logP	-3.4	ChemAxon
logS	0.04	ALOGPS
pKa (Strongest Acidic)	2.12	ChemAxon
pKa (Strongest Basic)	9.11	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	80.39 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	30.36 m³·mol⁻¹	ChemAxon
Polarizability	12.56 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