IMPPAT Phytochemical information: 
12-Deoxy-16-hydroxyphorbol-13-palmitate
12-Deoxy-16-hydroxyphorbol-13-palmitate
Summary

SMILES: CCCCCCCCCCCCCCCC(=O)O[C@]12C[C@H](C)[C@@]3([C@@H]([C@H]1[C@]2(C)CO)C=C(CO)C[C@@]1([C@@H]3C=C(C1=O)C)O)O
InChI: InChI=1S/C36H58O7/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-30(39)43-35-21-26(3)36(42)28(31(35)33(35,4)24-38)20-27(23-37)22-34(41)29(36)19-25(2)32(34)40/h19-20,26,28-29,31,37-38,41-42H,5-18,21-24H2,1-4H3/t26-,28+,29-,31?,33-,34-,35+,36-/m0/s1
InChIKey: LPOXLIWQVOZIAT-JQCZSOMDSA-N
DeepSMILES: CCCCCCCCCCCCCCCC=O)O[C@]C[C@H]C)[C@@][C@@H][C@H]6[C@]7C)CO))))C=CCO))C[C@@][C@@H]7C=CC5=O))C))))O))))))O
Scaffold Graph/Node/Bond level: O=C1C=CC2C1CC=CC1C3CC3CCC21
Scaffold Graph/Node level: OC1CCC2C1CCCC1C3CC3CCC21
Scaffold Graph level: CC1CCC2C1CCCC1C3CC3CCC21
Functional groups: CO; CC1=CCCC1=O; CC(=O)OC; CC(=CC)C
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: Tetracyclic diterpenoids|Tigliane diterpenoids
Synonymous chemical names:
12-deoxy-16-hydroxyphorbol-13-palmitate
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
12-Deoxy-16-hydroxyphorbol-13-palmitate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 602.85
Log P RDKit 5.96
Topological polar surface area (Å2) RDKit 124.29
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 36
Number of heavy atoms RDKit 43
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.22
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 30
Shape complexity RDKit 0.83
Number of rotatable bonds RDKit 18
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
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 4
12-Deoxy-16-hydroxyphorbol-13-palmitate
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.09
12-Deoxy-16-hydroxyphorbol-13-palmitate
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 -5.14
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 Yes
P-glycoprotein substrate SwissADME Yes