ContaminantDB: 4-Amino-3-hydroxybutyric acid

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

Record Information

Version

1.0

Creation Date

2016-05-22 05:23:30 UTC

Update Date

2026-05-14 19:54:13 UTC

Accession Number

CHEM018612

Identification

Common Name

4-Amino-3-hydroxybutyric acid

Class

Small Molecule

Description

A gamma-amino acid comprising 4-aminobutyric acid having a 2-hydroxy substituent.

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Hydroxy-gaba	ChEBI
4-Amino-3-hydroxybutanoic acid	ChEBI
4-Amino-3-hydroxybutyric acid	ChEBI
GABOB	ChEBI
gamma-Amino-beta-hydroxybutyric acid	Kegg
4-Amino-3-hydroxybutanoate	Generator
g-Amino-b-hydroxybutyrate	Generator
g-Amino-b-hydroxybutyric acid	Generator
gamma-Amino-beta-hydroxybutyrate	Generator
Γ-amino-β-hydroxybutyrate	Generator
Γ-amino-β-hydroxybutyric acid	Generator
4-Amino-3-hydroxybutyric acid, (R)-isomer	HMDB
4-Amino-3-hydroxybutyric acid, (S)-isomer	HMDB
4-Amino-3-hydroxybutyric acid, hydrochloride	HMDB
4-Amino-3-hydroxybutyric acid, ion (1-), (+-)-isomer	HMDB
4-Amino-3-hydroxybutyric acid, (+-)-isomer	HMDB
4-Amino-3-hydroxybutyric acid, (Z)-2-butenedioate salt (2:1), (+-)-isomer	HMDB
4-Amino-3-hydroxybutyric acid, hydrobromide, magnesium salt	HMDB
4-Amino-3-hydroxybutyric acid, (Z)-2-butenedioate salt (1:1), (+-)-isomer	HMDB
4-Amino-3-hydroxybutyric acid, monosodium salt	HMDB
4-Amino-3-hydroxybutyrate	Generator

Chemical Formula

C₄H₉NO₃

Average Molecular Mass

119.119 g/mol

Monoisotopic Mass

119.058 g/mol

CAS Registry Number

924-49-2

IUPAC Name

4-amino-3-hydroxybutanoic acid

Traditional Name

gabob

SMILES

NCC(O)CC(O)=O

InChI Identifier

InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)

InChI Key

YQGDEPYYFWUPGO-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma 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

Gamma amino acids and derivatives

Alternative Parents

Substituents

Gamma amino acid or derivatives
Amino fatty acid
Beta-hydroxy acid
Short-chain hydroxy acid
Hydroxy fatty acid
Fatty acyl
Fatty acid
Hydroxy acid
1,2-aminoalcohol
Amino acid
Secondary alcohol
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Primary aliphatic amine
Organooxygen compound
Primary amine
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Amine
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

gamma-amino acid (CHEBI:16080 )
3-hydroxy monocarboxylic acid (CHEBI:16080 )

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	453 g/L	ALOGPS
logP	-3.4	ALOGPS
logP	-3.8	ChemAxon
logS	0.58	ALOGPS
pKa (Strongest Acidic)	4.1	ChemAxon
pKa (Strongest Basic)	9.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	83.55 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	26.67 m³·mol⁻¹	ChemAxon
Polarizability	11.26 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-MS (2 TMS)	splash10-0gc0-3900000000-9cc86eb659b86137f752	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-0udi-1900000000-7582cd858cd29351eec0	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (4 TMS)	splash10-00di-1900000000-e65dfe757be99e6af5a5	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9000000000-d244bd7a0667f2116af2	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0089-9510000000-ea50c3b5e322fa013f15	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0a4i-9000000000-694a4e3e94e98b653e03	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-0b97113fb28dad6fcca1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0aor-8900000000-210534e0f1abef80ea60	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a59-9000000000-018f9718dd1a10f1bcb8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-00e9-5900000000-fcc84060fa778178f43c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0zfr-4900000000-33f3ea890d7f3cad7e75	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0a4l-9000000000-7bca48764879cce4e731	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-00e9-4900000000-d73828580d355b38c649	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0a59-9000000000-3736aff5fbfd05a41deb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-001i-9300000000-8386a8e919e6fb29bce4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-001i-9200000000-fbfe1b8fc179977abb1a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0a4i-9000000000-dbb705dc07eb98bea880	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ue9-5900000000-6f3470f49fa5cabed409	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0uei-9400000000-81eb7b6a1dea09091141	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-c7d361f53a17aaba43ea	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-6900000000-72b4d38f36868298f93a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0l70-9300000000-727ca3fdee9e2c6fea38	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-da92772dcb6fdac800fb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-f14117a414a9b470fff6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0kai-9100000000-8a6757893c3fda1defd1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-5d09b78b0fbdb29da3ca	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-9700000000-88cdf1fc73c4fd2b2179	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ab9-9000000000-0c4ae30295651cea5f14	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-ba66936094b32bee0ca4	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
1D NMR	1H NMR Spectrum	Not Available	Spectrum