Sodium 4-hydroxybutanoate (CED0006937)

Record Information

Version

1.0

Creation Date

2016-05-22 06:51:23 UTC

Update Date

2026-05-14 19:02:12 UTC

Accession Number

CHEM020157

Identification

Common Name

Sodium 4-hydroxybutanoate

Class

Small Molecule

Description

Sodium 4-hydroxybutanoate (C4H7NaO3) is a chemical compound with an average molecular weight of 126.09 g/mol. Sodium 4-hydroxybutanoate belongs to the short-chain hydroxy acids and derivatives, a subclass of hydroxy acids and derivatives within the organic compounds. The compound is found in or released from two recorded sources: healthcare, pharmaceuticals & veterinary products, specifically as anesthetics and unclassified nervous system drugs. The recorded exposure route for this substance is oral. Sodium 4-hydroxybutanoate acts on three recorded protein targets, serving as an agonist of the Gamma-aminobutyric acid type B receptor subunit 1 (GABBR1), the Gamma-aminobutyric acid type B receptor subunit 2 (GABBR2), and the Solute carrier family 52, riboflavin transporter, member 2 (SLC52A2).

Contaminant Type

Human Neurotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Sodium gammahydroxybutyrate	Kegg
Xyrem	Kegg
Sodium gammahydroxybutyric acid	Generator
Sodium oxybic acid	Generator
Sodium;4-hydroxybutanoic acid	Generator
Sodium gamma-hydroxybutyrate	MeSH
Oxybate, sodium	MeSH
Somsanit	MeSH
gamma-Hydroxybutyrate	MeSH
Oxybate sodium	MeSH
gamma Hydroxybutyrate	MeSH
4-Hydroxybutyrate sodium	MeSH
Oxybutyrate, sodium	MeSH
Sodium oxybutyrate	MeSH
4 Hydroxybutyrate sodium	MeSH
Sodium oxybate	MeSH
Sodium gamma hydroxybutyrate	MeSH
Sodium 4-hydroxybutanoic acid	Generator

Chemical Formula

C₄H₇NaO₃

Average Molecular Mass

126.087 g/mol

Monoisotopic Mass

126.029 g/mol

CAS Registry Number

502-85-2

IUPAC Name

sodium 4-hydroxybutanoate

Traditional Name

sodium gamma-hydroxybutyrate

SMILES

[Na+].OCCCC([O-])=O

InChI Identifier

InChI=1S/C4H8O3.Na/c5-3-1-2-4(6)7;/h5H,1-3H2,(H,6,7);/q;+1/p-1

InChI Key

XYGBKMMCQDZQOZ-UHFFFAOYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as short-chain hydroxy acids and derivatives. These are hydroxy acids with an alkyl chain the contains less than 6 carbon atoms.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Short-chain hydroxy acids and derivatives

Direct Parent

Short-chain hydroxy acids and derivatives

Alternative Parents

Substituents

Short-chain hydroxy acid
Fatty acid
Carboxylic acid salt
Organic alkali metal salt
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic sodium salt
Organic oxide
Organic salt
Organic zwitterion
Organic oxygen compound
Primary alcohol
Organooxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

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	660 g/L	ALOGPS
logP	-0.34	ALOGPS
logP	-0.51	ChemAxon
logS	0.72	ALOGPS
pKa (Strongest Acidic)	4.44	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	34.64 m³·mol⁻¹	ChemAxon
Polarizability	9.74 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0fur-9000000000-63fc3a3c55b7d5bcf1dc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052r-9300000000-1b69010c667300ade742	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00ku-9000000000-9c4e198bb0b0af1f0ccd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9000000000-0bb06f9e1c0e09fe0ac1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-002r-9400000000-b019e1f43f01081eadbd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0079-9100000000-19c4985189324454e93c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052o-9000000000-7e4fdfe71ae6fc5af2a2	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2644.0	Log mg/kg	[1500:4700]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
369	Anesthetics	Healthcare, pharmaceuticals & veterinary products	Not Available
384	Unclassified nervous system drugs	Healthcare, pharmaceuticals & veterinary products	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Sodium- and chloride-dependent GABA transporter 2	P31646	Rattus norvegicus	Predicted (SEA)	4.82665
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 2	Q9WUD2	Rattus norvegicus	Predicted (SEA)	58.3091
Click to view 3D structure	Free fatty acid receptor 3	B2GV46	Rattus norvegicus	Predicted (SEA)	0.622794
Click to view 3D structure	Mitochondrial carnitine/acylcarnitine carrier protein	O43772	Humans	Predicted (SEA)	14.8692
Click to view 3D structure	1-deoxy-D-xylulose 5-phosphate reductoisomerase	P45568	Escherichia coli (strain K12)	Predicted (SEA)	7.86277
Click to view 3D structure	Peroxisome proliferator-activated receptor alpha	Q07869	Humans	Predicted (SEA)	2201.58
Click to view 3D structure	Fructose-bisphosphate aldolase	P56109	Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori)	Predicted (SEA)	1.94623
Click to view 3D structure	Cannabinoid receptor 1	P20272	Rattus norvegicus	Predicted (SEA)	887.637
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 1	P18031	Humans	Predicted (SEA)	1983.83
Click to view 3D structure	Isopentenyl-diphosphate Delta-isomerase 1	O35760	Rattus norvegicus	Predicted (SEA)	1.55698
Click to view 3D structure	Farnesyl pyrophosphate synthase	P05369	Rattus norvegicus	Predicted (SEA)	1.55698
Click to view 3D structure	1-deoxy-D-xylulose 5-phosphate reductoisomerase	A0QVH7	Mycobacterium smegmatis (strain ATCC 700084 / mc(2)155)	Predicted (SEA)	3.11397
Click to view 3D structure	Cannabinoid receptor 1	P21554	Humans	Predicted (SEA)	3880.55
Click to view 3D structure	Peroxisome proliferator-activated receptor delta	Q03181	Humans	Predicted (SEA)	2287.52
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 1	Q8NER1	Humans	Predicted (SEA)	2963.88
Click to view 3D structure	3-isopropylmalate dehydrogenase	Q5SIY4	Thermus thermophilus	Predicted (SEA)	0.389246
Click to view 3D structure	Fatty-acid amide hydrolase 1	P97612	Rattus norvegicus	Predicted (SEA)	2627.88
Click to view 3D structure	Cannabinoid receptor 2	P34972	Humans	Predicted (SEA)	4378.79
Click to view 3D structure	Olfactory receptor 51E2	Q9H255	Humans	Predicted (SEA)	14.3243
Click to view 3D structure	Phospho-2-dehydro-3-deoxyheptonate aldolase	C3TIE2	Escherichia coli	Predicted (SEA)	5.0602
Click to view 3D structure	1-deoxy-D-xylulose 5-phosphate reductoisomerase	P9WNS1	Mycobacterium tuberculosis	Predicted (SEA)	17.9053
Click to view 3D structure	Histone deacetylase 11	Q96DB2	Humans	Predicted (SEA)	4074.63
Click to view 3D structure	Peroxisome proliferator-activated receptor gamma	P37231	Humans	Predicted (SEA)	4545.93
Click to view 3D structure	Asc-type amino acid transporter 1	P63116	Rat	Predicted (SEA)	15.8812
Click to view 3D structure	Fructose-bisphosphate aldolase	Q9URB4	Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast)	Predicted (SEA)	4.43741