You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Bovine Metabolome Database.
Record Information |
---|
Version | 1.0 |
---|
Creation Date | 2016-09-30 22:07:18 UTC |
---|
Update Date | 2020-05-11 22:52:21 UTC |
---|
BMDB ID | BMDB0000008 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | 2-Hydroxybutyric acid |
---|
Description | 2-Hydroxybutyric acid, also known as alpha-hydroxybutyrate or 2-hydroxybutanoate, 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. 2-Hydroxybutyric acid exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. 2-Hydroxybutyric acid exists in all living species, ranging from bacteria to humans. 2-Hydroxybutyric acid is a potentially toxic compound. |
---|
Structure | |
---|
Synonyms | Value | Source |
---|
(S)-2-Hydroxybutanoic acid | ChEBI | 2-Hydroxybutyrate | ChEBI | 2-Hydroxybutyric acid | ChEBI | L-2-Hydroxybutanoic acid | ChEBI | L-2-Hydroxybutyric acid | ChEBI | L-alpha-Hydroxybutanoic acid | ChEBI | L-alpha-Hydroxybutyric acid | ChEBI | (S)-2-Hydroxybutanoate | Generator | L-2-Hydroxybutanoate | Generator | L-2-Hydroxybutyrate | Generator | L-a-Hydroxybutanoate | Generator | L-a-Hydroxybutanoic acid | Generator | L-alpha-Hydroxybutanoate | Generator | L-Α-hydroxybutanoate | Generator | L-Α-hydroxybutanoic acid | Generator | L-a-Hydroxybutyrate | Generator | L-a-Hydroxybutyric acid | Generator | L-alpha-Hydroxybutyrate | Generator | L-Α-hydroxybutyrate | Generator | L-Α-hydroxybutyric acid | Generator | (S)-2-Hydroxybutyrate | Generator | 2-Hydroxybutanoate | Generator | (+)-2-Hydroxy-n-butyric acid | HMDB | (+)-2-Hydroxybutanoic acid | HMDB | (+)-2-Hydroxybutyric acid | HMDB | (+)-alpha-Hydroxybutyric acid | HMDB | (+)-α-Hydroxybutyric acid | HMDB | (2S)-2-Hydroxybutanoic acid | HMDB | (S)-(+)-2-Hydroxybutanoic acid | HMDB | (S)-2-Hydroxybutyric acid | HMDB | 2-Hydroxybutanoic acid | HMDB | alpha-Hydroxy-n-butyric acid | HMDB | alpha-Hydroxybutanoic acid | HMDB | alpha-Hydroxybutyric acid | HMDB | α-Hydroxy-n-butyric acid | HMDB | α-Hydroxybutanoic acid | HMDB | α-Hydroxybutyric acid | HMDB |
|
---|
Chemical Formula | C4H8O3 |
---|
Average Molecular Weight | 104.105 |
---|
Monoisotopic Molecular Weight | 104.047344118 |
---|
IUPAC Name | Not Available |
---|
Traditional Name | Not Available |
---|
CAS Registry Number | 600-15-7 |
---|
SMILES | Not Available |
---|
InChI Identifier | InChI=1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m0/s1 |
---|
InChI Key | AFENDNXGAFYKQO-VKHMYHEASA-N |
---|
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 | |
---|
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 | |
---|
Ontology |
---|
Status | Detected but not Quantified |
---|
Origin | |
---|
Biofunction | Not Available |
---|
Application | Not Available |
---|
Cellular locations | |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Properties | Property | Value | Reference |
---|
Melting Point | 44.2 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Predicted Properties | Not Available |
---|
Spectra |
---|
Spectra | |
---|
Biological Properties |
---|
Cellular Locations | |
---|
Biospecimen Locations | - Liver
- Mammary Gland
- Milk
- Muscle
- Placenta
- Prostate Tissue
|
---|
Pathways | |
---|
Normal Concentrations |
---|
| |
Liver | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Liver | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Mammary Gland | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Mammary Gland | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Muscle | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Placenta | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Prostate Tissue | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details |
|
---|
Abnormal Concentrations |
---|
| Not Available |
---|
External Links |
---|
HMDB ID | HMDB0000008 |
---|
DrugBank ID | Not Available |
---|
Phenol Explorer Compound ID | Not Available |
---|
FooDB ID | FDB021867 |
---|
KNApSAcK ID | Not Available |
---|
Chemspider ID | 389701 |
---|
KEGG Compound ID | C05984 |
---|
BioCyc ID | CPD-3564 |
---|
BiGG ID | Not Available |
---|
Wikipedia Link | 2-Hydroxybutyric_acid |
---|
METLIN ID | Not Available |
---|
PubChem Compound | 440864 |
---|
PDB ID | Not Available |
---|
ChEBI ID | 50613 |
---|
References |
---|
Synthesis Reference | Carlier, J. P.; Henry, C.; Lorin, V.; Rouffignat, K. Conversion of DL-threonine, D-threonine and 2-oxobutyrate into propionate and 2-hydroxybutyrate by Fusobacterium species. Letters in Applied Microbiology (1997), 25(5), 371-374. |
---|
Material Safety Data Sheet (MSDS) | Not Available |
---|
General References | - Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. [PubMed:23438684 ]
- Sun HZ, Shi K, Wu XH, Xue MY, Wei ZH, Liu JX, Liu HY: Lactation-related metabolic mechanism investigated based on mammary gland metabolomics and 4 biofluids' metabolomics relationships in dairy cows. BMC Genomics. 2017 Dec 2;18(1):936. doi: 10.1186/s12864-017-4314-1. [PubMed:29197344 ]
|
---|