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(R) -3-Hydroxybutanoic acid

CAT: 0804-HY-W051723-01Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W051723-01Size:50 mg
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Description
(R) -3-Hydroxybutanoic acid is a metabolite, and converted from acetoacetic acid catalyzed by 3-hydroxybutyrate dehydrogenase. (R) -3-Hydroxybutanoic acid has applications as a nutrition source and as a precursor for vitamins, antibiotics and pheromones[1][2].
CAS Number
625-72-9
Product Name Alternative
(R) - (-) -3-Hydroxybutanoic acid; (R) -3-Hydroxybutyric acid
UNSPSC
12352211
Hazard Statement
H302, H315, H319, H335
Target
Endogenous Metabolite
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/_R_-3-Hydroxybutanoic_acid.html
Concentration
10mM
Purity
97.0
Solubility
DMSO : 100 mg/mL (ultrasonic) |H2O : 100 mg/mL (ultrasonic)
Smiles
C[C@@H](O)CC(O)=O
Molecular Formula
C4H8O3
Molecular Weight
104.10
Precautions
H302, H315, H319, H335
References & Citations
[1]Ide T. Enzymatic-HPLC method to analyze D-3-hydroxybutyric acid in rat serum. Biosci Biotechnol Biochem. 2010;74 (8) :1578-82.|[2]Mateusz Biernacki, et al. Production of (R) -3-hydroxybutyric acid by Arxula adeninivorans. AMB Express. 2017 Dec;7 (1) :4.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Human Endogenous Metabolite; Microbial Metabolite
Citation 01
J Nanobiotechnology. 2022 Mar 9;20 (1) :120.|Mol Med Rep. 2022 Sep;26 (3) :279.|Sci Adv. 2024 May 31;10 (22) :eadk5011.|Am J Physiol Cell Physiol. 2024 Jun 1;326 (6) :C1710-C1720.|Cell Rep. 2022 Dec 20;41 (12) :111847.

Chemical Information

3-Hydroxybutanoic acid, (R)-

(R)-3-hydroxybutyric acid is the R-enantiomer of 3-hydroxybutyric acid. Involved in the synthesis and degradation of ketone bodies, it can be used as an energy source by the brain during hypoglycaemia, and for the synthesis of biodegradable plastics. It is a sex pheremone in the European spider Linyphia triangularis. It has a role as a pheromone, a fungal metabolite and a human metabolite. It is a 3-hydroxybutyric acid and a ketone body. It is a conjugate acid of a (R)-3-hydroxybutyrate. It is an enantiomer of a (S)-3-hydroxybutyric acid.

CAS Number625-72-9
PubChem CID92135
IUPAC Name(3R)-3-hydroxybutanoic acid
Molecular FormulaC4H8O3
Molecular Weight104.10
XLogP-0.5
Topological Polar Surface Area57.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Heavy Atom Count7
Formal Charge0
Complexity69
SMILES
C[C@H](CC(=O)O)O
InChI
InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1
InChIKey
WHBMMWSBFZVSSR-GSVOUGTGSA-N
Chemical Structure
2D Structure
2D structure of 3-Hydroxybutanoic acid, (R)-
CAS: 625-72-9
CID: 92135
Formula: C4H8O3
MW: 104.10
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight104.10
XLogP3-0.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass104.047344113
Monoisotopic Mass104.047344113
Topological Polar Surface Area57.5 Ų
Heavy Atom Count7
Formal Charge0
Complexity69.3
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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