IMPPAT Phytochemical information: 
Dehydrotectol
Dehydrotectol
Summary

SMILES: O=C1/C(=C/2\C3=C(OC(C=C3)(C)C)c3c(C2=O)cccc3)/C2=C(c3c1cccc3)OC(C=C2)(C)C
InChI: InChI=1S/C30H24O4/c1-29(2)15-13-21-23(25(31)17-9-5-7-11-19(17)27(21)33-29)24-22-14-16-30(3,4)34-28(22)20-12-8-6-10-18(20)26(24)32/h5-16H,1-4H3/b24-23+
InChIKey: WEZUNBBCEAASKT-WCWDXBQESA-N
DeepSMILES: O=C/C=C\C=COCC=C6))C)C)))ccC\6=O))cccc6)))))))))/C=Ccc6cccc6))))))OCC=C6))C)C
Scaffold Graph/Node/Bond level: O=C1C(=C2C(=O)c3ccccc3C3=C2C=CCO3)C2=C(OCC=C2)c2ccccc21
Scaffold Graph/Node level: OC1C2CCCCC2C2OCCCC2C1C1C(O)C2CCCCC2C2OCCCC21
Scaffold Graph level: CC1C2CCCCC2C2CCCCC2C1C1C(C)C2CCCCC2C2CCCCC21
Functional groups: O=C1ccC2=C(C=CCO2)/C1=C1\C(=O)ccC2=C1C=CCO2
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Naphthopyrans
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Naphthalenes
NP Classifier Class: Bisnaphthalenes
Synonymous chemical names:
Dehydrotectol, dehydrotectol
External chemical identifiers:
CID:CID_3037329; ZINC:ZINC000104967861
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Dehydrotectol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 448.52
Log P RDKit 6.23
Topological polar surface area (Å2) RDKit 52.6
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 34
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 24
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.2
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Dehydrotectol
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 2
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.45
Dehydrotectol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.66
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No