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54925

Sigma-Aldrich

(S)-3-Hydroxybutyric acid

≥97.0%

Sinónimos:

(+)-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

Fórmula empírica (notación de Hill):
C4H8O3
Número de CAS:
6168-83-8
Peso molecular:
104.10
Beilstein/REAXYS Number:
1720567
EC Number:
228-209-4
MDL number:
MFCD00137685
UNSPSC Code:
51113400
PubChem Substance ID:
57651490
NACRES:
NA.22

Quality Level

100

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

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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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCH5053
BCBZ6962
BCBM0192V
1381970V
1381970

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Vickie E Baracos et al.
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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
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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)
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