3-Hydroxybutanoic acid, (R)-
PubChem CID: 92135
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| Compound Synonyms | (R)-3-Hydroxybutanoic acid, 625-72-9, (R)-3-Hydroxybutyric acid, (3R)-3-hydroxybutanoic acid, (R)-3-Hydroxybutanoate, Butanoic acid, 3-hydroxy-, (3R)-, (R)-(-)-3-Hydroxybutyric acid, 3-Hydroxybutanoic acid, (R)-, 3-D-hydroxybutyric acid, D-3-hydroxybutyric acid, b-Hydroxybutyrate, (R)-(-)-beta-Hydroxybutyric acid, (-)-3-Hydroxybutyric acid, MFCD00066257, 148ULJ1DF4, (-)-beta-Hydroxybutyrate, D-, (-)-3-Hydroxy-n-butyric acid, CHEBI:17066, 3R-hydroxy-butanoic acid, Butanoic acid, 3-hydroxy-, (R)-, EINECS 210-909-6, D-(-)-3-hydroxybutyrate, D-beta-hydroxybutyrate, (R)-beta-Hydroxybutyric acid, (R)-beta-Hydroxybutanoic acid, CHEMBL1162484, 3-HYDROXYBUTYRIC ACID, (R), 3-HYDROXYBUTYRIC ACID, (R)-, Butyric acid, 3-hydroxy-, D-(-)-, D-(-)-.BETA.-HYDROXYBUTYRIC ACID, 3-D-hydroxybutyrate, (R)-3-, .BETA.-HYDROXYBUTYRIC ACID L-FORM [MI], 3-hydroxy-butyrate, (R)-(-)-beta-hydroxybutyrate, beta-D-Hydroxybutyric acid, UNII-148ULJ1DF4, 3HR, BHIB, 3-delta-hydroxybutyrate, delta-3-hydroxybutyrate, delta-beta-hydroxybutyrate, R-3-Hydroxybutanoic acid, D-beta-Hydroxybutyric acid, (R)-3-Hydroxybutanoicacid, 3-delta-hydroxybutyric acid, delta-3-hydroxybutyric acid, SCHEMBL60959, (R)-(-)-b-Hydroxybutyrate, delta-(-)-3-hydroxybutyrate, MLS001333960, GTPL1593, DTXSID3041829, (R)-(-)-b-Hydroxybutyric acid, HMS2230E08, BDBM50412190, LMFA01050243, s3320, AKOS016843355, D-(-)-beta-HYDROXYBUTYRIC ACID, BETA-HYDROXYBUTYRIC ACID L-FORM, FH30134, HY-W051723, NCGC00246976-01, DS-18570, SMR000857294, CS-0044101, NS00080089, (R)-3-Hydroxybutyric acid, >=98.0% (T), C01089, EN300-151274, O10175, Q27075135, 210-909-6 |
|---|---|
| Topological Polar Surface Area | 57.5 |
| Hydrogen Bond Donor Count | 2.0 |
| Heavy Atom Count | 7.0 |
| Pathway Kegg Map Id | map00072 |
| Description | (R)-3-Hydroxybutyric acid is a butyric acid substituted with a hydroxyl group in the beta or 3 position. It is involved in the synthesis and degradation of ketone bodies. Like the other ketone bodies (acetoacetate and acetone), levels of beta-hydroxybutyrate are raised in the blood and urine in ketosis. Beta-hydroxybutyrate is a typical partial-degradation product of branched-chain amino acids (primarily valine) released from muscle for hepatic and renal gluconeogenesis This acid is metabolized by 3-hydroxybutyrate dehydrogenase (catalyzes the oxidation of D-3-hydroxybutyrate to form acetoacetate, using NAD+ as an electron acceptor). The enzyme functions in nervous tissues and muscles, enabling the use of circulating hydroxybutyrate as a fuel. In the liver mitochondrial matrix, the enzyme can also catalyze the reverse reaction, a step in ketogenesis. 3-Hydroxybutyric acid is a chiral compound having two enantiomers, D-3-hydroxybutyric acid and L-3-hydroxybutyric acid. In humans, beta-hydroxybutyrate is synthesized in the liver from acetyl-CoA, and can be used as an energy source by the brain when blood glucose is low. It can also be used for the synthesis of biodegradable plastics . [HMDB] |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 69.3 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 1.0 |
| Enzyme Uniprot Id | Q9NT06 |
| Uniprot Id | O00204, P22309, Q02338, Q9BUT1, Q9NT06, Q80UJ1, Q8VC69, P00811, P83916, Q9UNA4, Q9UBT6, O15427, O75496 |
| Iupac Name | (3R)-3-hydroxybutanoic acid |
| Prediction Hob | 1.0 |
| Class | Fatty Acyls |
| Xlogp | -0.5 |
| Superclass | Lipids and lipid-like molecules |
| Subclass | Fatty acids and conjugates |
| Molecular Formula | C4H8O3 |
| Prediction Swissadme | 0.0 |
| Inchi Key | WHBMMWSBFZVSSR-GSVOUGTGSA-N |
| Fcsp3 | 0.75 |
| Logs | 0.808 |
| Rotatable Bond Count | 2.0 |
| State | Solid |
| Logd | -1.082 |
| Synonyms | (R)-(-)-b-Hydroxybutyrate, (R)-(-)-b-Hydroxybutyric acid, (R)-(-)-beta-Hydroxybutyrate, (R)-(-)-beta-Hydroxybutyric acid, (R)-(-)-β-hydroxybutyrate, (R)-(-)-β-hydroxybutyric acid, (R)-3-Hydroxybutanoate, (R)-3-Hydroxybutanoic acid, (R)-3-Hydroxybutyrate, 3-D-hydroxybutyrate, 3-D-hydroxybutyric acid, 3-delta-hydroxybutyrate, 3-delta-hydroxybutyric acid, BHIB, D-(-)-3-hydroxybutyrate, D-3-hydroxybutyrate, D-3-hydroxybutyric acid, D-beta-hydroxybutyrate, delta-(-)-3-hydroxybutyrate, delta-3-hydroxybutyrate, delta-3-hydroxybutyric acid, delta-beta-hydroxybutyrate, 3-D-Hydroxybutyric acid, D-3-Hydroxybutyric acid, D-beta-Hydroxybutyric acid, (R)-(-)-Β-hydroxybutyrate, (R)-(-)-Β-hydroxybutyric acid, 3-D-Hydroxybutyrate, D-3-Hydroxybutyrate, D-b-Hydroxybutyrate, D-b-Hydroxybutyric acid, D-beta-Hydroxybutyrate, D-Β-hydroxybutyrate, D-Β-hydroxybutyric acid, 3-delta-Hydroxybutyrate, 3-delta-Hydroxybutyric acid, D-(-)-3-Hydroxybutyrate, delta-(-)-3-Hydroxybutyrate, delta-3-Hydroxybutyrate, delta-3-Hydroxybutyric acid, delta-beta-Hydroxybutyrate, 3R-Hydroxy-butanoate, (R)-3-Hydroxybutyric acid, (-)-3-Hydroxy-n-butyric acid, (-)-3-Hydroxybutyric acid, (3R)-3-Hydroxybutanoic acid, (3R)-3-Hydroxybutyric acid, (3R)-Hydroxybutyrate, (R)-(-)-3-Hydroxybutyric acid, (R)-beta-Hydroxybutanoic acid, (R)-beta-Hydroxybutyric acid, (R)-β-Hydroxybutanoic acid, (R)-β-Hydroxybutyric acid, 3-Hydroxy-n-butyric acid, 3-Hydroxybutanoic acid, 3-Hydroxybutyric acid, 3R-Hydroxybutanoic acid, D-(-)-3-Hydroxybutanoic acid, D-(-)-3-Hydroxybutyric acid, D-(-)-beta-Hydroxybutyric acid, D-(-)-β-Hydroxybutyric acid, beta-Hydroxy-n-butyric acid, beta-Hydroxybutanoic acid, beta-Hydroxybutyric acid, β-Hydroxy-n-butyric acid, β-Hydroxybutanoic acid, β-Hydroxybutyric acid |
| Substituent Name | Hydroxy fatty acid, Short-chain hydroxy acid, Beta-hydroxy acid, Hydroxy acid, Secondary alcohol, Monocarboxylic acid or derivatives, Carboxylic acid, Carboxylic acid derivative, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Alcohol, Aliphatic acyclic compound |
| Compound Name | 3-Hydroxybutanoic acid, (R)- |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 104.047 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 104.047 |
| Hydrogen Bond Acceptor Count | 3.0 |
| Molecular Weight | 104.1 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic acyclic compounds |
| Esol | -0.019550999999999763 |
| Inchi | InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1 |
| Smiles | C[C@H](CC(=O)O)O |
| Nring | 0.0 |
| Defined Bond Stereocenter Count | 0.0 |
| Taxonomy Direct Parent | Beta hydroxy acids and derivatives |
- 1. Outgoing r'ship
FOUND_INto/from Aloe Africana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Aloe Barbadensis (Plant) Rel Props:Source_db:npass_chem_all - 3. Outgoing r'ship
FOUND_INto/from Aloe Ferox (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 4. Outgoing r'ship
FOUND_INto/from Aloe Spicata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 5. Outgoing r'ship
FOUND_INto/from Aloe Vera (Plant) Rel Props:Source_db:cmaup_ingredients