IMPPAT Phytochemical information: 
gamma-Ponalactone

gamma-Ponalactone
Summary

SMILES: O=C1O[C@@H](C(C)C)C2=C[C@H]3[C@H]4[C@@](C2=C1)(C)C1OC1[C@H]([C@@]4(C)C(=O)O3)O
InChI: InChI=1S/C19H22O6/c1-7(2)12-8-5-10-14-18(3,9(8)6-11(20)24-12)16-13(25-16)15(21)19(14,4)17(22)23-10/h5-7,10,12-16,21H,1-4H3/t10-,12-,13?,14-,15+,16?,18-,19-/m0/s1
InChIKey: KDORDIOOUCRJPK-SCACORCISA-N
DeepSMILES: O=CO[C@@H]CC)C))C=C[C@H][C@H][C@@]C6=C%10))C)COC3[C@H][C@@]7C)C=O)O%10)))O
Scaffold Graph/Node/Bond level: O=C1C=C2C(=CC3OC(=O)C4CC5OC5C2C34)CO1
Scaffold Graph/Node level: OC1CC2C(CO1)CC1OC(O)C3CC4OC4C2C13
Scaffold Graph level: CC1CCC2CC3CC(C)C4CC5CC5C(C2C1)C34
Functional groups: CC=C1COC(=O)C=C1C; CC1OC1C; COC(=O)C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Naphthopyrans
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Nagilactone diterpenoids
Synonymous chemical names:
γ-ponalactone
External chemical identifiers:
CID:CID_91748791
Chemical structure download


gamma-Ponalactone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 346.38
Log P RDKit 1.13
Topological polar surface area (Å2) RDKit 85.36
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.42
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.68
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5


gamma-Ponalactone
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 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.57


gamma-Ponalactone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.82
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes