Compound: 4-Hydroxybutanoic acid
SMILES: O=C(O)CCCO
InChIKey: SJZRECIVHVDYJC-UHFFFAOYSA-N
Synonyms: 4-Hydroxybutanoic acid, 4-Hydroxybutyric acid, gamma-Hydroxybutyric acid, 591-81-1, 4-hydroxy-butyric acid, Anetamin, 4-hydroxy-butanoic acid, oxy-n-butyric acid, Butyric acid, 4-hydroxy-, 3-carboxypropoxy acid, 4-Hydroxyalkanoic acid, gamma-Hydroxybutanoic acid, DTXSID2074740, 30IW36W5B2, CHEBI:30830, RefChem:912580, DTXCID9042548, Butanoic acid, 4-hydroxy-, gamma-Hydroxybutyrate, Oxybate, Gamma Hydroxybutyric Acid, GHB, 4-Hydroxycarboxylic acid, Somsanit, gamma Hydroxybutyrate, .gamma.-hydroxybutyrate, Gamma OH, Gam-OH, CHEMBL1342, Sodium .gamma.-oxybutyrate, 4-OHB, Sodium .gamma.-hydroxybutyrate, 4 HB, 4-Hydroxybuttersaeure, EB 27, .gamma.-OH, WY 3478, Butyric acid, 4-hydroxy-, monosodium salt, BUTYRIC ACID, 4-HYDROXY-, SODIUM SALT, 4-Hydroxyacid, .gamma.-Hydroxybutyrate sodium, .gamma.-Hydroxy sodium butyrate, Hydroxybutyric acid monosodium salt, gamma-hydroxy butyrate, .gamma.-Hydroxybutyric acid, sodium salt, NCGC00247714-01, SHB, .gamma.-Hydroxybutyric acid monosodium salt, BRN 1720582, Alcover, UNII-30IW36W5B2, 52352-27-9, HSDB 6927, Hydroxybutyric acid-, Sodium gamma-oxybutyrate, .Gamma.-Hydroxy butyrate, 4-Hydroxybutanoic acid #, SCHEMBL10786, SCHEMBL66852, 4-03-00-00774 (Beilstein Handbook Reference), SCHEMBL147664, SCHEMBL336775, GTPL4711, SCHEMBL2836855, SCHEMBL4198312, SCHEMBL5668142, DEA No. 2010, AA3E2AF0-AB7A-4A1E-A391-199C049D7162, SCHEMBL10606860, .GAMMA.-HYDROXYBUTYRIC ACID, BDBM50023575, LMFA01050006, PDSP1_000342, PDSP2_000340, .GAMMA.-HYDROXYBUTYRATE [MI], GAMMA-HYDROXYBUTYRATE [WHO-DD], DB01440, GAMMA-HYDROXYBUTYRIC ACID [HSDB], SBI-0206686.P002, NS00002886, C00989, C01991, Q207920, BRD-K82166906-236-02-8
Theoretical properties:
molecular_formula: C4H8O3
molecular_weight: 104.10 g/mol
exact_mass: 104.047344113 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 3
heavy_atom_count: 7
topological_polar_surface_area: 57.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Viscid yellow mass
color: Viscid yellow mass
boiling_point: 180 °C (dec)
melting_point: 48-50 °C
solubility: Very soluble in water, alcohol and ether.
Descriptions:
pubchem: 4-hydroxybutyric acid is a 4-hydroxy monocarboxylic acid that is butyric acid in which one of the hydrogens at position 4 is replaced by a hydroxy group. It has a role as a sedative, a general anaesthetic, a neurotoxin and a GHB receptor agonist. It is a hydroxybutyric acid and a 4-hydroxy monocarboxylic acid. It is functionally related to a butyric acid. It is a conjugate acid of a 4-hydroxybutyrate.
chebi: A 4-hydroxy monocarboxylic acid that is butyric acid in which one of the hydrogens at position 4 is replaced by a hydroxy group.
chembl: OXYBATE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: γ-Hydroxybutyric acid, also known as gamma-hydroxybutyric acid, GHB, or 4-hydroxybutanoic acid, is a naturally occurring neurotransmitter and a depressant drug. It is a precursor to GABA, glutamate, and glycine in certain brain areas.  It acts on the GHB receptor and is a weak agonist at the GABAB receptor. GHB has been used in medicine as a general anesthetic and as treatment for cataplexy, narcolepsy, and alcoholism. It is also used illicitly for performance enhancement, date rape, and recreation.
It is commonly used in the form of a salt, such as sodium γ-hydroxybutyrate (NaGHB, sodium oxybate, or Xyrem) or potassium γ-hydroxybutyrate (KGHB, potassium oxybate). GHB is produced as a result of fermentation, and is found in small quantities in some beers and wines, beef, and small citrus fruits.
Succinic semialdehyde dehydrogenase deficiency causes GHB to accumulate in the blood.