FComEx: 3-Hydroxybutanoic acid (PC000155)

Record Information

Version

1.0

Creation date

2015-10-09 22:28:54 UTC

Update date

2017-01-19 02:36:15 UTC

FoodComEx ID

PC000155

FoodDB Record

FDB021797

Chemical Information

Name

3-Hydroxybutanoic acid

Description

3-Hydroxybutanoic acid is a ketone body. It is a chiral compound having two enantiomers. The concentration of beta-hydroxybutyrate, like that of other ketone bodies, is increased in ketosis. In humans, beta-hydroxybutyrate is synthesized in the liver from acetyl-CoA in a reaction catalyzed by the enzyme beta-hydroxybutyrate dehydrogenase and can be used as an energy source by the brain when blood glucose is low. Diabetic patients can have their ketone levels tested via urine or blood to indicate diabetic ketoacidosis. In alcoholic ketoacidosis, this ketone body is produced in greatest concentration. Both types of ketoacidosis result in an increasebeta-hydroxybutyrate to oxaloacetate ratio, resulting in TCA cycle stalling and shifting of glucose towards ketone body production. [Wikipedia]

CAS Number

300-85-6

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(1)-3-Hydroxybutyrate	Generator
(1)-3-Hydroxybutyric acid	ChEBI
3 HBA	ChEBI
3-Hydroxy-butanoate	HMDB
3-Hydroxy-butanoic acid	HMDB
3-Hydroxy-butyrate	HMDB
3-Hydroxy-butyric acid	HMDB
3-Hydroxybutanoate	HMDB
3-Hydroxybuttersaeure	ChEBI
3-Hydroxybutyrate	HMDB
3-Hydroxybutyric acid	manual
3-OH-Butyrate	Generator
3-OH-Butyric acid	ChEBI
b-Hydroxy-N-butyrate	Generator
b-Hydroxy-N-butyric acid	Generator
b-Hydroxybutanoate	Generator
b-Hydroxybutanoic acid	Generator
b-Hydroxybuttersaeure	Generator
b-Hydroxybutyrate	Generator
b-Hydroxybutyric acid	Generator
beta-Hydroxy-N-butyrate	Generator
beta-Hydroxy-N-butyric acid	ChEBI
beta-Hydroxybutanoate	Generator
beta-Hydroxybutanoic acid	ChEBI
beta-Hydroxybuttersaeure	ChEBI
beta-Hydroxybutyrate	Generator
beta-Hydroxybutyric acid	manual
BHBA	ChEBI
Biopol	HMDB
DL-3-Hydroxybutyrate	HMDB
DL-3-Hydroxybutyric acid	HMDB
DL-b-Hydroxybutyrate	Generator
DL-b-Hydroxybutyric acid	Generator
DL-beta-Hydroxybutyrate	Generator
DL-beta-Hydroxybutyric acid	ChEBI
DL-β-hydroxybutyrate	Generator
DL-β-hydroxybutyric acid	Generator
β-hydroxy-N-butyrate	Generator
β-hydroxy-N-butyric acid	Generator
β-hydroxybutanoate	Generator
β-hydroxybutanoic acid	Generator
β-hydroxybuttersaeure	Generator
β-hydroxybutyrate	Generator
β-hydroxybutyric acid	Generator

Chemical Formula

C4H8O3

IUPAC name

3-hydroxybutanoic acid

InChI Identifier

InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)

InChI Key

WHBMMWSBFZVSSR-UHFFFAOYSA-N

Isomeric SMILES

CC(O)CC(O)=O

Average Molecular Weight

104.1045

Monoisotopic Molecular Weight

104.047344122

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Beta hydroxy acids and derivatives

Direct Parent

Beta hydroxy acids and derivatives

Alternative Parents