CAS 6168-83-8 (S)-3-hydroxybutyric acid (HCID 94318)

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Basic information

CAS: 6168-83-8
Standard SMILES: C[C@H](O)CC(=O)O
InChIKey: WHBMMWSBFZVSSR-VKHMYHEASA-N
Molecular formula: C4H8O3
Average molar mass: 104.1 g/mol
Monoisotopic mass: 104.04734411

Names & identifiers

Preferred name: (S)-3-hydroxybutyric acid
IUPAC: (3S)-3-hydroxybutanoic acid
English name: (S)-3-HYDROXYBUTYRIC ACID
Molecular formula: C4H8O3
Molecular weight: 104.1

Names & synonyms

(S)-3-Hydroxybutyric acid(3S)-3-hydroxybutanoic acidL-3-Hydroxybutyric acid(+)-3-Hydroxybutyric acid(S)-beta-hydroxybutyric acidL-(+)-3-Hydroxybutyric acidCHEBI:17290RefChem:408008(S)-3-hydroxybutanoic acid6168-83-8(S)-3-Hydroxybutanoate(3S)-3-hydroxybutyric acid

Show more names

(S)-3-HydroxybutyrateL-β-Hydroxybutyric acidLactic acid impurity 119(S)-β-Hydroxybutanoic acid(S)-(+)-3-HYDROXYBUTYRIC ACID

MFCD00137685Butanoic acid, 3-hydroxy-, (3S)-3-Hydroxybutanoic acid, (S)-L-beta-HydroxybutyrateVK6OM9M3WPL-(+)-b-Hydroxyisobutyrate(S)-b-Hydroxyisobutyric acidCHEMBL1162497

Database identifiers

CAS: 6168-83-8
PubChem CID: 94318
DTXSID: DTXSID80904613
ChEMBL: CHEMBL1162497
ChEBI: CHEBI:17290
UNII: VK6OM9M3WP
EC Number: 228-209-4
Nikkaji: J618A

Properties

Computed structural properties

XLogP: -0.5
Topological polar surface area: 57.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 7
Formal charge: 0
Complexity: 69

Experimental & physicochemical properties

Melting Point45 - 48 °C

Physical DescriptionSolid

Physicochemical properties

Melting point: 45 · 45-48 °C
alpha: 25 · 25 º (C=6% IN H2O)
Boiling point: 269.2 · 269.2±0.0 °C(Predicted)
Density: 1.195 · 1.195±0.06 g/cm3(Predicted)
storage temp.: 2 · Inert atmosphere,2-8°C
pka: 4.36 · 4.36±0.10(Predicted)
form: solid
color: White
optical activity: 20 · [α]20/D +25±1°, c = 6% in H2O
Water Solubility: 50 mg/mL · Water : 50 mg/mL (480.31 mM)
BRN: 1720567 · 1720567
InChI: InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m0/s1

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (100%)

Safety data

F: 3-10
wgk: 3
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemistry & industry

Pharmacology

Tissue LocationsAdipose Tissue；Brain；Neuron；Skeletal Muscle

Cellular LocationsCytoplasm

Applications

Uses(S)-3-Hydroxybutanoic acid is a metabolite and a disease marker of depression. 3-Hydroxybutyric acid is synthesized in the liver from acetyl-CoA, and can be used as an energy source by the brain when blood glucose is low.