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Record Information
Version	2.0
Creation Date	2015-09-08 17:48:21 -0600
Update Date	2015-09-08 17:48:21 -0600
Secondary Accession Numbers	ECMDB24007
Identification
Name:	2-Hydroxybutyric acid
Description
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0x6ef07a44> Close
Synonyms:	2-Hydroxybutyrate
Chemical Formula:	C4H8O3
Weight:	Average: 104.1045 Monoisotopic: 104.047344122
InChI Key:	AFENDNXGAFYKQO-UHFFFAOYSA-N
InChI:	InChI=1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7)
CAS number:	Not Available
IUPAC Name:	2-hydroxybutanoic acid
Traditional IUPAC Name:	α-hydroxybutyric acid
SMILES:	CCC(O)C(O)=O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as alpha hydroxy acids and derivatives. These are organic compounds containing a carboxylic acid substituted with a hydroxyl group on the adjacent carbon.
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Hydroxy acids and derivatives
Sub Class	Alpha hydroxy acids and derivatives
Direct Parent	Alpha hydroxy acids and derivatives
Alternative Parents	Fatty acids and conjugates Secondary alcohols Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
Substituents	Fatty acid Alpha-hydroxy acid Secondary alcohol Monocarboxylic acid or derivatives Carboxylic acid Carboxylic acid derivative Organic oxygen compound Organic oxide Hydrocarbon derivative Organooxygen compound Carbonyl group Alcohol Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic compounds
External Descriptors	hydroxybutyric acid (CHEBI:1148 ) 2-hydroxy monocarboxylic acid (CHEBI:1148 ) Hydroxy fatty acids (LMFA01050004 )
Physical Properties
State:	Not Available
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 484 g/L ALOGPS logP -0.16 ALOGPS logP 0.051 ChemAxon logS 0.67 ALOGPS pKa (Strongest Acidic) 3.99 ChemAxon pKa (Strongest Basic) -3.8 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 3 ChemAxon Hydrogen Donor Count 2 ChemAxon Polar Surface Area 57.53 Ų ChemAxon Rotatable Bond Count 2 ChemAxon Refractivity 23.36 m³·mol⁻¹ ChemAxon Polarizability 9.98 ų ChemAxon Number of Rings 0 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:
SMPDB Pathways:	Not Available
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key GC-MS GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized) splash10-001j-0900000000-44dd1bf8072e5731bac4 View in MoNA GC-MS GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS) splash10-00e9-9700000000-93eba027d5343e3d6ce1 View in MoNA GC-MS GC-MS Spectrum - GC-MS (2 TMS) splash10-001i-1910000000-3bc9898b26df33cad244 View in MoNA GC-MS GC-MS Spectrum - EI-B (Non-derivatized) splash10-0a4i-9000000000-4d935da8e593ec61fd96 View in MoNA GC-MS GC-MS Spectrum - GC-EI-TOF (Non-derivatized) splash10-001j-0900000000-44dd1bf8072e5731bac4 View in MoNA GC-MS GC-MS Spectrum - GC-EI-TOF (Non-derivatized) splash10-00e9-9700000000-93eba027d5343e3d6ce1 View in MoNA GC-MS GC-MS Spectrum - GC-MS (Non-derivatized) splash10-001i-1910000000-3bc9898b26df33cad244 View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive splash10-0a6u-9000000000-0d95c1179b1b00650601 View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive splash10-00v0-9520000000-598a2bd61c303327bd8f View in MoNA LC-MS/MS LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated) splash10-0zfr-9600000000-f688c3e6fdeb5f0270c5 View in MoNA LC-MS/MS LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated) splash10-0a4j-9200000000-e3b371c29b9ebed3199b View in MoNA LC-MS/MS LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated) splash10-0zfs-9700000000-bccfada2c97e04d34417 View in MoNA LC-MS/MS LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive splash10-0a4i-9000000000-4d935da8e593ec61fd96 View in MoNA LC-MS/MS LC-MS/MS Spectrum - LC-ESI-IT , negative splash10-0udi-2900000000-3c7915ea71886873f024 View in MoNA LC-MS/MS LC-MS/MS Spectrum - , negative splash10-0zfr-7900000000-d91c840306a06d4ea513 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-0a4i-9500000000-8f04a5941997004743d2 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0a4i-9100000000-cef703dc6f30af7834a8 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-052f-9000000000-1e7e6e8a895c4c1d51db View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0udi-4900000000-d0907a0b08e0d829ceca View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0pb9-9200000000-d826b54f814ac185b4db View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0a4l-9000000000-3727124ed618f038b514 View in MoNA 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 2D NMR [1H,13C] 2D NMR Spectrum Not Available View in JSpectraViewer
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 1148 HMDB ID HMDB0000008 Pubchem Compound ID 11266 Kegg ID C05984 ChemSpider ID 10792 Wikipedia ID 2-Hydroxybutyric_acid BioCyc ID Not Available