IMPPAT Phytochemical information: 
4H-Pyran-4-one, 2,3-dihydro-3,5-dihydroxy-6-methyl-

4H-Pyran-4-one, 2,3-dihydro-3,5-dihydroxy-6-methyl-
Summary

SMILES: OC1COC(=C(C1=O)O)C
InChI: InChI=1S/C6H8O4/c1-3-5(8)6(9)4(7)2-10-3/h4,7-8H,2H2,1H3
InChIKey: VOLMSPGWNYJHQQ-UHFFFAOYSA-N
DeepSMILES: OCCOC=CC6=O))O))C
Scaffold Graph/Node/Bond level: O=C1C=COCC1
Scaffold Graph/Node level: OC1CCOCC1
Scaffold Graph level: CC1CCCCC1
Functional groups: CO; CC1=C(O)C(=O)CCO1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyrans
ClassyFire Subclass: Pyranones and derivatives
NP Classifier Biosynthetic pathway: Polyketides
Synonymous chemical names:
2,3-dihydro-3,5-dihydroxy-6-methyl-4h-pyran-4-one, 2,3-dihydro-3,5-dihydroxy-6-methyl 4h-pyran-4-one, 2,3-dihydro-3,5-dihydroxy-6-mehyl-4h-pyran-4-one
External chemical identifiers:
CID:CID_119838; FDASRS:RAE1LU40SR; SureChEMBL:SCHEMBL1278394; MolPort-038-942-160
Chemical structure download


4H-Pyran-4-one, 2,3-dihydro-3,5-dihydroxy-6-methyl-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 144.13
Log P RDKit -0.26
Topological polar surface area (Å2) RDKit 66.76
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 6
Number of heavy atoms RDKit 10
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.17
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.5
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 1
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 1


4H-Pyran-4-one, 2,3-dihydro-3,5-dihydroxy-6-methyl-
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


4H-Pyran-4-one, 2,3-dihydro-3,5-dihydroxy-6-methyl-
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.85
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 -7.44
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