IMPPAT Phytochemical information: 
Trans-labda-8(17),12-diene-15-ol-16-al

Trans-labda-8(17),12-diene-15-ol-16-al
Summary

SMILES: CCC/C(=C\C[C@@]1(C)C(=C)CC[C@@]2(C1(C)CCCC2(C)C)C)/C=C
InChI: InChI=1S/C24H40/c1-9-12-20(10-2)14-17-22(6)19(3)13-18-23(7)21(4,5)15-11-16-24(22,23)8/h10,14H,2-3,9,11-13,15-18H2,1,4-8H3/b20-14-/t22-,23-,24?/m0/s1
InChIKey: QKOFQGRQRFFQRS-DTISQPJNSA-N
DeepSMILES: CCC/C=C\C[C@@]C)C=C)CC[C@@]C6C)CCCC6C)C))))))C))))))))/C=C
Scaffold Graph/Node/Bond level: C=C1CCC2CCCCC2C1
Scaffold Graph/Node level: CC1CCC2CCCCC2C1
Scaffold Graph level: CC1CCC2CCCCC2C1
Functional groups: C=C/C(C)=C/C; C=C(C)C
Chemical classification

NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Labdane diterpenoids
Synonymous chemical names:
trans-Labda-8(17),12-diene-15-ol-16-al
Chemical structure download


Trans-labda-8(17),12-diene-15-ol-16-al
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 328.58
Log P RDKit 7.87
Topological polar surface area (Å2) RDKit 0
Number of hydrogen bond acceptors RDKit 0
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 24
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 0
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.12
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 18
Shape complexity RDKit 0.75
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 2
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 2


Trans-labda-8(17),12-diene-15-ol-16-al
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 1
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.355579


Trans-labda-8(17),12-diene-15-ol-16-al
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -1.84
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 Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No