54925
(S)-3-Hydroxybutyric acid
≥97.0%
Synonym(s):
(+)-3-Hydroxy-n-butyric acid, (3S)-3-Hydroxybutanoic acid, (S)-β-Hydroxybutanoic acid, (S)-(+)-β-Hydroxybutyric acid, L-β-Hydroxybutyric acid
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About This Item
Empirical Formula (Hill Notation):
C4H8O3
CAS Number:
Molecular Weight:
104.10
UNSPSC Code:
51113400
NACRES:
NA.22
PubChem Substance ID:
EC Number:
228-209-4
Beilstein/REAXYS Number:
1720567
MDL number:
Assay:
≥97.0%
Form:
powder or crystals
Quality Level
assay
≥97.0%
form
powder or crystals
optical activity
[α]20/D +25±1°, c = 6% in H2O
mp
45-50 °C
functional group
carboxylic acid, hydroxyl
storage temp.
2-8°C
SMILES string
C[C@H](O)CC(O)=O
InChI
1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m0/s1
InChI key
WHBMMWSBFZVSSR-VKHMYHEASA-N
Application
(S)-3-Hydroxybutyric acid can be used as a reagent in the synthesis of:
- S-(2-acetamidoethyl) (S)-3-hydroxybutanethioate by reacting with acetylcysteamine in the presence of coupling reagent.
- 3-hydroxy-N-(4-methoxyphenyl)-(3S)-butanamide by treating with 4-methoxyaniline in the presence of acid-amine coupling reagent.
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Vickie E Baracos et al.
The Journal of nutrition, 136(1 Suppl), 237S-242S (2005-12-21)
Many of the features of BCAA metabolism in the tumor-bearing state are similar to the other disease states that feature involuntary weight loss and skeletal muscle atrophy. These states are generally characterized by altered BCAA availability (low BCAA intakes, elevated
Hae Sook Noh et al.
Journal of neuroscience research, 83(4), 702-709 (2006-01-26)
Glutamate cytotoxicity contributes to neuronal degeneration in many central nervous system (CNS) diseases, such as epilepsy and ischemia. We previously reported that a high-fat and low-carbohydrate diet, the ketogenic diet (KD), protects against kainic acid-induced hippocampal cell death in mice.
H A Byrne et al.
Diabetes care, 23(4), 500-503 (2000-06-17)
To evaluate the performance of a hand-held ketone sensor that is able to measure blood beta-hydroxybutyrate (beta-HBA) concentrations within 30 s in patients with diabetic ketoacidosis (DKA) and patients who attend a weight management clinic. Two groups of patients were