ChemFOnt: Showing chemical card for (3s)-3-(Benzyloxy)-L-Aspartic Acid (CFc000229592)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:56:26 UTC

Chemfont ID

CFc000229592

Molecule Identification

Common Name

(3s)-3-(Benzyloxy)-L-Aspartic Acid

Definition

2-amino-3-(benzyloxy)butanedioic acid 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 very few articles have been published on 2-amino-3-(benzyloxy)butanedioic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Amino-3-(benzyloxy)butanedioate	Generator
(3S)-3-(Benzyloxy)-L-aspartate	Generator
DL-TBOA	MeSH
TBOA	MeSH
Benzyloxyaspartate	MeSH
DL-Threo-beta-benzyloxyaspartate	MeSH

Chemical Formula

C₁₁H₁₃NO₅

Average Molecular Weight

239.227

Monoisotopic Molecular Weight

239.079372523

IUPAC Name

2-amino-3-(benzyloxy)butanedioic acid

Traditional Name

2-amino-3-(benzyloxy)butanedioic acid

CAS Registry Number

Not Available

SMILES

NC(C(OCC1=CC=CC=C1)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C11H13NO5/c12-8(10(13)14)9(11(15)16)17-6-7-4-2-1-3-5-7/h1-5,8-9H,6,12H2,(H,13,14)(H,15,16)

InChI Key

BYOBCYXURWDEDS-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
Benzylether
Monocyclic benzene moiety
Benzenoid
Dicarboxylic acid or derivatives
Monosaccharide
Amino acid
Carboxylic acid
Dialkyl ether
Ether
Organic nitrogen compound
Organonitrogen compound
Primary aliphatic amine
Organooxygen compound
Primary amine
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

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	6.18 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-2.1	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	2.97	ChemAxon
pKa (Strongest Basic)	8.97	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	109.85 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	57.23 m³·mol⁻¹	ChemAxon
Polarizability	23.06 Å³	ChemAxon
Number of Rings	1	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

HMDB0250058

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3346208

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4133412

PDB ID

Not Available

ChEBI ID

94964

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (3s)-3-(Benzyloxy)-L-Aspartic Acid (CFc000229592)

MOL for CFc000229592 ((3s)-3-(Benzyloxy)-L-Aspartic Acid)

3D MOL for CFc000229592 ((3s)-3-(Benzyloxy)-L-Aspartic Acid)

3D SDF for CFc000229592 ((3s)-3-(Benzyloxy)-L-Aspartic Acid)

3D-SDF for CFc000229592 ((3s)-3-(Benzyloxy)-L-Aspartic Acid)

PDB for CFc000229592 ((3s)-3-(Benzyloxy)-L-Aspartic Acid)

3D PDB for CFc000229592 ((3s)-3-(Benzyloxy)-L-Aspartic Acid)

SMILES for CFc000229592 ((3s)-3-(Benzyloxy)-L-Aspartic Acid)

INCHI for CFc000229592 ((3s)-3-(Benzyloxy)-L-Aspartic Acid)

Structure for CFc000229592 ((3s)-3-(Benzyloxy)-L-Aspartic Acid)

3D Structure for CFc000229592 ((3s)-3-(Benzyloxy)-L-Aspartic Acid)