IMPPAT Phytochemical information: 
Acetoin

Acetoin
Summary

SMILES: CC(=O)C(O)C
InChI: InChI=1S/C4H8O2/c1-3(5)4(2)6/h3,5H,1-2H3
InChIKey: ROWKJAVDOGWPAT-UHFFFAOYSA-N
DeepSMILES: CC=O)CO)C
Functional groups: CC(C)=O; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbonyl compounds
NP Classifier Biosynthetic pathway: Fatty acids
NP Classifier Superclass: Fatty acyls
NP Classifier Class: Oxygenated hydrocarbons
Synonymous chemical names:
3-hydroxy-2-butanone b, 3-hydroxybutan-2-one, 3-h ydrox ybutan-2-one, 3-hydroxy-2-butanone, acetoin*, 3-hy drox ybutan-2-one, acetoin
External chemical identifiers:
CID:CID_179; ChEMBL:CHEMBL3561873; ChEBI:CHEBI:15688; FDASRS:BG4D34CO2H; SureChEMBL:SCHEMBL42054; MolPort-001-785-644
Chemical structure download


Acetoin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 88.11
Log P RDKit -0.04
Topological polar surface area (Å2) RDKit 37.3
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 4
Number of heavy atoms RDKit 6
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.25
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.75
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 0
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 0


Acetoin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.49


Acetoin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.05
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No


Acetoin
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000352584AKR1B10724
ENSP00000285930AKR1B1724
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.