IMPPAT Phytochemical information: 
3,6-diepi-6,9-Epoxyfarnesa-1,7(14),10-trien-3-ol
3,6-diepi-6,9-Epoxyfarnesa-1,7(14),10-trien-3-ol
Summary

SMILES: C=CC(CCC1OC(CC1=C)C=C(C)C)(O)C
InChI: InChI=1S/C15H24O2/c1-6-15(5,16)8-7-14-12(4)10-13(17-14)9-11(2)3/h6,9,13-14,16H,1,4,7-8,10H2,2-3,5H3
InChIKey: LJPFBTWRZZGKFP-UHFFFAOYSA-N
DeepSMILES: C=CCCCCOCCC5=C)))C=CC)C))))))))O)C
Scaffold Graph/Node/Bond level: C=C1CCOC1
Scaffold Graph/Node level: CC1CCOC1
Scaffold Graph level: CC1CCCC1
Functional groups: C=CC; COC; C=C(C)C; CC=C(C)C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene glycosides
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids|Monoterpenoids
NP Classifier Class: Acyclic monoterpenoids|Farnesane sesquiterpenoids
Synonymous chemical names:
6-epi-6,9-epoxyfarnesa-1,7(14),10-trien-3-ol, 3-epi-6,9-epoxyfarnesa-1,7(14),10-trien-3-ol, 3,6-diepi-6,9-Epoxyfarnesa-1,7(14),10-trien-3-ol, 3,6-diepi-6,9-epoxyfarnesa-1,7(14),10-trien-3-ol, 6,9-epoxyfarnesa-1,7(14),10-trien-3-ol
External chemical identifiers:
CID:CID_6429156
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
3,6-diepi-6,9-Epoxyfarnesa-1,7(14),10-trien-3-ol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 236.36
Log P RDKit 3.38
Topological polar surface area (Å2) RDKit 29.46
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.2
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.6
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 1
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1
3,6-diepi-6,9-Epoxyfarnesa-1,7(14),10-trien-3-ol
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.741447
3,6-diepi-6,9-Epoxyfarnesa-1,7(14),10-trien-3-ol
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 -5.72
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 No