ChemFOnt: Showing chemical card for DL-Threo-beta-Hydroxyaspartic acid (CFc000231063)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:59:07 UTC

Chemfont ID

CFc000231063

Molecule Identification

Common Name

DL-Threo-beta-Hydroxyaspartic acid

Definition

3-hydroxyaspartic acid, also known as 3-aminomalic acid or 3-aminomalate, belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review a significant number of articles have been published on 3-hydroxyaspartic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Aminomalic acid	ChEBI
beta-Hydroxyaspartic acid	ChEBI
3-Aminomalate	Generator
b-Hydroxyaspartate	Generator
b-Hydroxyaspartic acid	Generator
beta-Hydroxyaspartate	Generator
Β-hydroxyaspartate	Generator
Β-hydroxyaspartic acid	Generator
3-Hydroxyaspartate	Generator
3-Hydroxyaspartic acid, (erythro)-isomer	MeSH, HMDB
3-Hydroxyaspartic acid, (erythro-D)-isomer	MeSH, HMDB
3-Hydroxyaspartic acid, (erythro-DL)-isomer	MeSH, HMDB
3-Hydroxyaspartic acid, (erythro-L)-isomer	MeSH, HMDB
3-Hydroxyaspartic acid, (threo-DL)-isomer	MeSH, HMDB
3-Hydroxyaspartic acid, (threo-L)-isomer	MeSH, HMDB
DL-threo-3-Hydroxyaspartic acid	MeSH, HMDB
L-erythro-3-Hydroxyaspartate	MeSH, HMDB
L-threo-beta-Hydroxyaspartic acid	MeSH, HMDB
erythro-beta-Hydroxyaspartic acid	MeSH, HMDB
threo-THA	MeSH, HMDB
threo-beta-Aspartate	MeSH, HMDB
threo-Hydroxyaspartic acid	MeSH, HMDB
3-Hydroxy-L-aspartate	Generator

Chemical Formula

C₄H₇NO₅

Average Molecular Weight

149.102

Monoisotopic Molecular Weight

149.032422329

IUPAC Name

2-amino-3-hydroxybutanedioic acid

Traditional Name

β-hydroxyaspartic acid

CAS Registry Number

1860-87-3

SMILES

NC(C(O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C4H7NO5/c5-1(3(7)8)2(6)4(9)10/h1-2,6H,5H2,(H,7,8)(H,9,10)

InChI Key

YYLQUHNPNCGKJQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Aspartic acid and derivatives

Alternative Parents

Substituents

Aspartic acid or derivatives
Alpha-amino acid
Beta-hydroxy acid
Short-chain hydroxy acid
Alpha-hydroxy acid
Dicarboxylic acid or derivatives
Fatty acid
Hydroxy acid
Monosaccharide
Amino acid
Secondary alcohol
Carboxylic acid
Alcohol
Organonitrogen compound
Organooxygen compound
Primary aliphatic amine
Primary amine
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

C4-dicarboxylic acid (CHEBI:83981 )
amino dicarboxylic acid (CHEBI:83981 )
hydroxy-amino acid (CHEBI:83981 )
aspartic acid derivative (CHEBI:83981 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	111 g/L	ALOGPS
logP	-3.4	ALOGPS
logP	-4.4	ChemAxon
logS	-0.13	ALOGPS
pKa (Strongest Acidic)	2.57	ChemAxon
pKa (Strongest Basic)	9.08	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	120.85 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	27.87 m³·mol⁻¹	ChemAxon
Polarizability	11.8 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

External Links

HMDB ID

HMDB0251929

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00018064

Chemspider ID

5232

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

83981

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for DL-Threo-beta-Hydroxyaspartic acid (CFc000231063)

MOL for CFc000231063 (DL-Threo-beta-Hydroxyaspartic acid)

3D MOL for CFc000231063 (DL-Threo-beta-Hydroxyaspartic acid)

3D SDF for CFc000231063 (DL-Threo-beta-Hydroxyaspartic acid)

3D-SDF for CFc000231063 (DL-Threo-beta-Hydroxyaspartic acid)

PDB for CFc000231063 (DL-Threo-beta-Hydroxyaspartic acid)

3D PDB for CFc000231063 (DL-Threo-beta-Hydroxyaspartic acid)

SMILES for CFc000231063 (DL-Threo-beta-Hydroxyaspartic acid)

INCHI for CFc000231063 (DL-Threo-beta-Hydroxyaspartic acid)

Structure for CFc000231063 (DL-Threo-beta-Hydroxyaspartic acid)

3D Structure for CFc000231063 (DL-Threo-beta-Hydroxyaspartic acid)