Showing Compound L-Aspartate-semialdehyde (FDB028891)

Record Information

Version

1.0

Creation date

2011-09-21 01:46:52 UTC

Update date

2020-09-17 15:39:45 UTC

Primary ID

FDB028891

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

L-Aspartate-semialdehyde

Description

L-Aspartate-semialdehyde, also known as aspartic acid b-semialdehyde, 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-Aspartate-semialdehyde is a very strong basic compound (based on its pKa). L-Aspartate-semialdehyde exists in all living species, ranging from bacteria to humans. Outside of the human body, L-Aspartate-semialdehyde has been detected, but not quantified in, several different foods, such as lowbush blueberries, nanking cherries, pomegranates, prickly pears, and spearmints. This could make L-aspartate-semialdehyde a potential biomarker for the consumption of these foods. Dihydrodipicolinate synthase catalyzes this reaction. L-Aspartate-semialdehyde is involved in both the lysine biosynthesis I and homoserine biosynthesis pathways. L-Aspartate-semialdehyde reacts with NAD(P)H and H+ to form homoserine and NAD(P)+. L-Aspartate-semialdehyde reacts with pyruvate to produce L-2,3-dihydrodipicolinate and water.

CAS Number

15106-57-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

Show entries

Search:

Synonym	Source
(2S)-2-Amino-4-oxobutanoic acid	HMDB
(S)-2-Amino-4-oxobutanoate	Generator
(S)-2-Amino-4-oxobutanoic acid	ChEBI
2-Amino-4-oxobutanoic acid	HMDB
2-Amino-adipic semialdehyde	HMDB
3-Formylalanine	ChEBI
Aspartate b-semialdehyde	Generator
Aspartate beta-semialdehyde	Kegg
Aspartate β-semialdehyde	Generator
Aspartic acid b-semialdehyde	Generator

Showing 1 to 10 of 36 entries

Predicted Properties

Property	Value	Source
Water Solubility	225 g/L	ALOGPS
logP	-2.7	ALOGPS
logP	-3.6	ChemAxon
logS	0.28	ALOGPS
pKa (Strongest Acidic)	1.95	ChemAxon
pKa (Strongest Basic)	8.98	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	3	ChemAxon
Refractivity	25.61 m³·mol⁻¹	ChemAxon
Polarizability	10.51 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C4H7NO3

IUPAC name

(2S)-2-amino-4-oxobutanoic acid

InChI Identifier

InChI=1S/C4H7NO3/c5-3(1-2-6)4(7)8/h2-3H,1,5H2,(H,7,8)/t3-/m0/s1

InChI Key

HOSWPDPVFBCLSY-VKHMYHEASA-N

Isomeric SMILES

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

Average Molecular Weight

117.1033

Monoisotopic Molecular Weight

117.042593095

Classification

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

amino-acid betaine (CHEBI:537519 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Show entries

Search:

Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	L-Aspartate-semialdehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-006x-9000000000-fc95883465b06fe77fa1	Spectrum
Predicted GC-MS	L-Aspartate-semialdehyde, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-9600000000-4dda3f4e4df10c3a920a	Spectrum
Predicted GC-MS	L-Aspartate-semialdehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0v4i-9800000000-aa44dbab9da69646c984	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9000000000-58be73453302ce4f7f09	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-e345870892ec8efb1aba	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-6900000000-90fc00407b5ac2f29270	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01ba-9200000000-ede87ec86d1914862daf	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-006x-9000000000-e694b3a8f6038d7455c1	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-9000000000-0b28596cb97f2d4d7a7d	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00dl-9000000000-7a12e06c4c34bc226441	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-988ff2b32628477425d6	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9200000000-c88e1a6c26d62b815d48	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-f667b7d456d3acb3e0f4	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-ede149a9baa3d7f48cdb	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB12249

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Show entries

Search:

Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound L-Aspartate-semialdehyde (FDB028891)

Structure for FDB028891 (L-Aspartate-semialdehyde)