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Identification
NameAcetone Cyanohydrin
Accession NumberDB02203  (EXPT00968)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
Prescription ProductsNot Available
Generic Prescription ProductsNot Available
Over the Counter ProductsNot Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
CAS number75-86-5
WeightAverage: 85.1045
Monoisotopic: 85.052763851
Chemical FormulaC4H7NO
InChI KeyMWFMGBPGAXYFAR-UHFFFAOYSA-N
InChI
InChI=1S/C4H7NO/c1-4(2,6)3-5/h6H,1-2H3
IUPAC Name
2-hydroxy-2-methylpropanenitrile
SMILES
CC(C)(O)C#N
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as tertiary alcohols. These are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).
KingdomOrganic compounds
Super ClassOrganooxygen compounds
ClassAlcohols and polyols
Sub ClassTertiary alcohols
Direct ParentTertiary alcohols
Alternative Parents
Substituents
  • Tertiary alcohol
  • Cyanohydrin
  • Nitrile
  • Carbonitrile
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.985
Blood Brain Barrier+0.938
Caco-2 permeable+0.6375
P-glycoprotein substrateNon-substrate0.8178
P-glycoprotein inhibitor INon-inhibitor0.9371
P-glycoprotein inhibitor IINon-inhibitor0.9481
Renal organic cation transporterNon-inhibitor0.9369
CYP450 2C9 substrateNon-substrate0.7851
CYP450 2D6 substrateNon-substrate0.8788
CYP450 3A4 substrateNon-substrate0.6231
CYP450 1A2 substrateNon-inhibitor0.8145
CYP450 2C9 substrateNon-inhibitor0.8873
CYP450 2D6 substrateNon-inhibitor0.9166
CYP450 2C19 substrateNon-inhibitor0.8009
CYP450 3A4 substrateNon-inhibitor0.9013
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.885
Ames testNon AMES toxic0.9575
CarcinogenicityCarcinogens 0.6235
BiodegradationNot ready biodegradable0.5107
Rat acute toxicity3.4934 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9703
hERG inhibition (predictor II)Non-inhibitor0.9485
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point-19 °CPhysProp
boiling point171 °CPhysProp
water solubility1E+006 mg/LSMILEY,RA (1981)
Predicted Properties
PropertyValueSource
Water Solubility26.0 mg/mLALOGPS
logP-0.29ALOGPS
logP0.019ChemAxon
logS-0.52ALOGPS
pKa (Strongest Acidic)12.76ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area44.02 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity22.53 m3·mol-1ChemAxon
Polarizability8.81 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraMS/MSMS1D NMR
References
Synthesis Reference

Wilhelm Gruber, Guenter Schroeder, “Method for making .alpha.-hydroxy-isobutyramide from acetone cyanohydrin.” U.S. Patent US4018829, issued December, 1973.

US4018829
General ReferenceNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
Comments
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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:17