IMPPAT Phytochemical information: 
7-Deacetyl-1,9-dideoxyforskolin from Coleus forskohlii
7-Deacetyl-1,9-dideoxyforskolin from Coleus forskohlii
Summary

SMILES: C=C[C@@]1(C)CC(=O)[C@H]2[C@@](O1)(C)[C@@H](O)[C@H]([C@@H]1[C@]2(C)CCCC1(C)C)O
InChI: InChI=1S/C20H32O4/c1-7-18(4)11-12(21)14-19(5)10-8-9-17(2,3)15(19)13(22)16(23)20(14,6)24-18/h7,13-16,22-23H,1,8-11H2,2-6H3/t13-,14+,15-,16-,18-,19+,20-/m0/s1
InChIKey: PNQDGVYRLQBNOL-GPRZKFDUSA-N
DeepSMILES: C=C[C@@]C)CC=O)[C@H][C@@]O6)C)[C@@H]O)[C@H][C@@H][C@]6C)CCCC6C)C)))))))O
Scaffold Graph/Node/Bond level: O=C1CCOC2CCC3CCCCC3C12
Scaffold Graph/Node level: OC1CCOC2CCC3CCCCC3C12
Scaffold Graph level: CC1CCCC2CCC3CCCCC3C12
Functional groups: C=CC; CC(=O)C; COC; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Triterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Labdane diterpenoids
Synonymous chemical names:
6-beta-7-beta-dihydroxy-8,13-epoxy-labd-14-en-11-one
External chemical identifiers:
CID:CID_13673340; ZINC:ZINC000025724256
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
7-Deacetyl-1,9-dideoxyforskolin from Coleus forskohlii
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 336.47
Log P RDKit 2.86
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 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 7
Stereochemical complexity RDKit 0.35
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 17
Shape complexity RDKit 0.85
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 1
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 1
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
7-Deacetyl-1,9-dideoxyforskolin from Coleus forskohlii
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 0.72
7-Deacetyl-1,9-dideoxyforskolin from Coleus forskohlii
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.42
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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