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Merck
CN

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:
6168-83-8
Molecular Weight:
104.10
UNSPSC Code:
51113400
NACRES:
NA.22
PubChem Substance ID:
57651490
EC Number:
228-209-4
Beilstein/REAXYS Number:
1720567
MDL number:
MFCD00137685
Assay:
≥97.0%
Form:
powder or crystals

Key Documents

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InChI key

WHBMMWSBFZVSSR-VKHMYHEASA-N

InChI

1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m0/s1

SMILES string

C[C@H](O)CC(O)=O

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

Quality Level

100

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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.

pictograms

Exclamation mark
GHS07

signalword

Warning

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH5053
BCBZ6962
BCBM0192V
1381970V
1381970

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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.
Aron Altorjay et al.
World journal of gastroenterology, 11(11), 1623-1628 (2005-03-24)
With the availability of a minimally invasive approach, anti-reflux surgery has recently experienced a renaissance as a cost-effective alternative to life-long medical treatment in patients with gastroesophageal reflux disease (GERD). We are not aware of the fact whether reflux episodes
U M Nadgir et al.
Endocrine research, 27(1-2), 41-46 (2001-06-29)
We quantitated serial serum beta-hydroxybutyrate (beta-OHB) levels using the Ketosite method in 9 children with IDDM who were treated for diabetic ketoacidosis (DKA) and compared them to urinary ketone measurements by dipstick. Persistent elevations of serum beta-OHB were seen in
E Fernqvist-Forbes et al.
Diabetes care, 14(11), 1006-1012 (1991-11-01)
To study the effects of mental stress on the absorption kinetics of insulin and on glucose homeostasis and lipolysis in insulin-dependent diabetes mellitus (IDDM). Nine IDDM patients were exposed to the Stroop color word conflict test (CWT) during 40 min
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