IMPPAT Phytochemical information: 
12-Methoxy-8,11,13-abietatrien-20,11-olide
12-Methoxy-8,11,13-abietatrien-20,11-olide
Summary

SMILES: COc1c2OC(=O)C3C4c2c(cc1C(C)C)CCC4C(CC3)(C)C
InChI: InChI=1S/C21H28O3/c1-11(2)14-10-12-6-7-15-17-13(8-9-21(15,3)4)20(22)24-19(16(12)17)18(14)23-5/h10-11,13,15,17H,6-9H2,1-5H3
InChIKey: NRKDGGOZWKDHMW-UHFFFAOYSA-N
DeepSMILES: COccOC=O)CCc6ccc%10CC)C))))CCC6CCC%10))C)C
Scaffold Graph/Node/Bond level: O=C1Oc2cccc3c2C2C(CCCC12)CC3
Scaffold Graph/Node level: OC1OC2CCCC3CCC4CCCC1C4C32
Scaffold Graph level: CC1CC2CCCC3CCC4CCCC1C4C32
Functional groups: cOC; cOC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Phenanthrenes and derivatives
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Abietane diterpenoids|Icetexane diterpenoids|Secoabietane diterpenoids
Synonymous chemical names:
12-methoxy- 8,11,13-abietatrien-20,11 olide
External chemical identifiers:
CID:CID_131752355; ChEBI:CHEBI:174435
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
12-Methoxy-8,11,13-abietatrien-20,11-olide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 328.45
Log P RDKit 4.82
Topological polar surface area (Å2) RDKit 35.53
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.14
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 14
Shape complexity RDKit 0.67
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
12-Methoxy-8,11,13-abietatrien-20,11-olide
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 Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.58
12-Methoxy-8,11,13-abietatrien-20,11-olide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -4.57
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No