ChemFOnt: Showing chemical card for O-Acetyl-L-homoserine (CFc000235363)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:07:00 UTC

Chemfont ID

CFc000235363

Molecule Identification

Common Name

O-Acetyl-L-homoserine

Definition

Acetylhomoserine belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Acetylhomoserine exists in all eukaryotes, ranging from yeast to plants to humans. Acetylhomoserine is found, on average, in the highest concentration within common peas (Pisum sativum). Acetylhomoserine has also been detected, but not quantified in, milk (cow) and pulses. This could make acetylhomoserine a potential biomarker for the consumption of these foods. Acetylhomoserine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Acetylhomoserine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Acetoxy-2-aminobutanoic acid	HMDB
Homoserine acetate	HMDB
O-Acetyl-L-homoserine	HMDB
O-Acetylhomoserine	HMDB

Chemical Formula

C₆H₁₁NO₄

Average Molecular Weight

161.1558

Monoisotopic Molecular Weight

161.068807845

IUPAC Name

4-(acetyloxy)-2-aminobutanoic acid

Traditional Name

O-acetylhomoserine

CAS Registry Number

7540-67-2

SMILES

CC(=O)OCCC(N)C(O)=O

InChI Identifier

InChI=1S/C6H11NO4/c1-4(8)11-3-2-5(7)6(9)10/h5H,2-3,7H2,1H3,(H,9,10)

InChI Key

FCXZBWSIAGGPCB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Dicarboxylic acid or derivatives
Fatty acid
Carboxylic acid ester
Amino acid
Carboxylic acid
Hydrocarbon derivative
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Amine
Organic nitrogen compound
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

acetate ester (CHEBI:7671 )
non-proteinogenic alpha-amino acid (CHEBI:7671 )

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	83.9 g/L	ALOGPS
logP	-2.9	ALOGPS
logP	-3.4	ChemAxon
logS	-0.28	ALOGPS
pKa (Strongest Acidic)	2.02	ChemAxon
pKa (Strongest Basic)	9.46	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	89.62 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	36.06 m³·mol⁻¹	ChemAxon
Polarizability	15.54 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

HMDB0255838

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000523

KNApSAcK ID

Not Available

Chemspider ID

513

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

528

PDB ID

Not Available

ChEBI ID

7671

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for O-Acetyl-L-homoserine (CFc000235363)

MOL for CFc000235363 (O-Acetyl-L-homoserine)

3D MOL for CFc000235363 (O-Acetyl-L-homoserine)

3D SDF for CFc000235363 (O-Acetyl-L-homoserine)

3D-SDF for CFc000235363 (O-Acetyl-L-homoserine)

PDB for CFc000235363 (O-Acetyl-L-homoserine)

3D PDB for CFc000235363 (O-Acetyl-L-homoserine)

SMILES for CFc000235363 (O-Acetyl-L-homoserine)

INCHI for CFc000235363 (O-Acetyl-L-homoserine)

Structure for CFc000235363 (O-Acetyl-L-homoserine)

3D Structure for CFc000235363 (O-Acetyl-L-homoserine)