IMPPAT Phytochemical information: 
8alpha-8-Hydroxy-12-oxo-13-abieten-18-oic acid

8alpha-8-Hydroxy-12-oxo-13-abieten-18-oic acid
Summary

SMILES: CC(C1=CC2(O)CCC3C(C2CC1=O)(C)CCCC3(C)C(=O)O)C
InChI: InChI=1S/C20H30O4/c1-12(2)13-11-20(24)9-6-15-18(3,16(20)10-14(13)21)7-5-8-19(15,4)17(22)23/h11-12,15-16,24H,5-10H2,1-4H3,(H,22,23)
InChIKey: BDGVLOCEQIJJDJ-UHFFFAOYSA-N
DeepSMILES: CCC=CCO)CCCCC6CC%10=O))))C)CCCC6C)C=O)O)))))))))))))C
Scaffold Graph/Node/Bond level: O=C1C=CC2CCC3CCCCC3C2C1
Scaffold Graph/Node level: OC1CCC2CCC3CCCCC3C2C1
Scaffold Graph level: CC1CCC2CCC3CCCCC3C2C1
Functional groups: CC=C(C)C(=O)C; CO; CC(=O)O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Abietane diterpenoids
Synonymous chemical names:
8alpha-8-hydroxy-12-oxo-13-abieten-18-oic acid
External chemical identifiers:
CID:CID_245310
Chemical structure download


8alpha-8-Hydroxy-12-oxo-13-abieten-18-oic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 334.46
Log P RDKit 3.58
Topological polar surface area (Å2) RDKit 74.6
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.25
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 16
Shape complexity RDKit 0.8
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


8alpha-8-Hydroxy-12-oxo-13-abieten-18-oic acid
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.81


8alpha-8-Hydroxy-12-oxo-13-abieten-18-oic acid
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.85
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.11
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 Yes