ContaminantDB: O-Acetylserine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 18:15:05 UTC

Update Date

2016-11-09 01:17:23 UTC

Accession Number

CHEM021896

Identification

Common Name

O-Acetylserine

Class

Small Molecule

Description

An acetyl-L-serine where the acetyl group is attached to the side-chain oxygen. It is an intermediate in the biosynthesis of the amino acid cysteine in bacteria.

Contaminant Sources

FooDB Chemicals
HMDB Contaminants - Urine

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
L-Serine, acetate (ester)	ChEBI
O3-Acetyl-L-serine	ChEBI
L-Serine, acetic acid (ester)	Generator
O-Acetyl-L-serine	HMDB
O-Acetyl-serine	HMDB
O-Acetylserine hydrobromide, (D)-isomer	HMDB
O-Acetylserine, (L)-isomer	HMDB
Serine acetate ester	HMDB
O-Acetylserine	MeSH

Chemical Formula

C₅H₉NO₄

Average Molecular Mass

147.129 g/mol

Monoisotopic Mass

147.053 g/mol

CAS Registry Number

5147-00-2

IUPAC Name

(2S)-3-(acetyloxy)-2-aminopropanoic acid

Traditional Name

O-acetyl-L-serine

SMILES

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

InChI Identifier

InChI=1S/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)/t4-/m0/s1

InChI Key

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

acetate ester (CHEBI:17981 )
acetyl-L-serine (CHEBI:17981 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	174 g/L	ALOGPS
logP	-2.8	ALOGPS
logP	-3.4	ChemAxon
logS	0.07	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	8.6	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	4	ChemAxon
Refractivity	31.19 m³·mol⁻¹	ChemAxon
Polarizability	13.44 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-01c0-0900000000-cbac2ae436dcca0d0251	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-01c0-0900000000-7c5ef6cc55e1a01984af	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-00di-6900000000-f2863fb0291664c5ca21	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-00yi-0910000000-4eb5131c64279fbabbfb	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-01c0-0900000000-cbac2ae436dcca0d0251	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-01c0-0900000000-7c5ef6cc55e1a01984af	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-6900000000-f2863fb0291664c5ca21	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-00yi-0910000000-4eb5131c64279fbabbfb	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-1a24fb3faa274e72fcc5	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-006x-9300000000-048d27b5feab5a974f8d	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-052r-9700000000-798191f65808f670b0b8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-052r-9700000000-798191f65808f670b0b8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 35V, negative	splash10-0ai0-9000000000-48b5a588a0a890044838	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-00di-9400000000-6ea6ba6b54ea90c56416	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-05gj-9400000000-32253d09352cdfb8c318	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-022l-9000000000-155f852f94fd442482f2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-e88b0e868a77f604b59c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0089-9100000000-c7a43c74f2dde018ff1b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-00dj-9600000000-304c64ed85255dae12e8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0btl-9400000000-7aa1b76f2e2dc6086311	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-01ox-9000000000-fd8ce6d36426fce8d343	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-01bc-9000000000-abc90d9cacd4b889cd96	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0002-2900000000-d04884f0db647a14fc8d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-052r-8900000000-c8515198104000e95777	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0002-4900000000-1942c426e3cf9c8b41c6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-00di-9400000000-8d3a49712627498e2c9b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-052r-9700000000-cf8d37dfdbdee7d76628	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-052r-9700000000-32279928e0b151d0e1da	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0002-6900000000-cb1c33a71a73963cf0c1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0uea-3900000000-ef46289d46aa69d40d48	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udr-9700000000-221b830dc83fdf079527	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-52a79cff992a3a467f06	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-6900000000-4e0de865dfcc2446fe14	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9300000000-5a3f4b66b56fbaca505c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-123b2507eee8f6a9f064	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum