IMPPAT Phytochemical information: 
16alpha-Acetoxyhyoscyamilactol
16alpha-Acetoxyhyoscyamilactol
Summary

SMILES: CC(=O)O[C@@H]1C[C@@H]2[C@]([C@H]1[C@@H]([C@H]1O[C@@H](O)[C@@]3([C@@](C1)(C)O3)C)C)(C)CC[C@H]1[C@H]2[C@@H]2O[C@@H]2[C@@]2([C@]1(C)C(=O)C=CC2)O
InChI: InChI=1S/C30H42O8/c1-14(19-13-27(4)29(6,38-27)25(33)36-19)22-18(35-15(2)31)12-17-21-16(9-11-26(17,22)3)28(5)20(32)8-7-10-30(28,34)24-23(21)37-24/h7-8,14,16-19,21-25,33-34H,9-13H2,1-6H3/t14-,16+,17+,18-,19+,21-,22+,23+,24+,25-,26+,27+,28+,29-,30+/m1/s1
InChIKey: CFDVWBPMGZMVQC-XEYZXMDGSA-N
DeepSMILES: CC=O)O[C@@H]C[C@@H][C@][C@H]5[C@@H][C@H]O[C@@H]O)[C@@][C@@]C6)C)O3))C)))))C)))C)CC[C@H][C@H]6[C@@H]O[C@@H]3[C@@][C@]7C)C=O)C=CC6)))))O
Scaffold Graph/Node/Bond level: O=C1C=CCC2C3OC3C3C4CCC(CC5CC6OC6CO5)C4CCC3C12
Scaffold Graph/Node level: OC1CCCC2C3OC3C3C4CCC(CC5CC6OC6CO5)C4CCC3C12
Scaffold Graph level: CC1CCCC2C3CC3C3C4CCC(CC5CCC6CC6C5)C4CCC3C12
Functional groups: CC=CC(=O)C; CC(=O)OC; CO; C[C@]12CCO[C@@H](O)[C@@]1(C)O2; C[C@@H]1O[C@@H]1C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Fatty Acyls
ClassyFire Subclass: Eicosanoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Ergostane steroids
Synonymous chemical names:
16alpha-acetoxyhyoscyamilactol
External chemical identifiers:
CID:CID_10530261; ZINC:ZINC000136464083
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
16alpha-Acetoxyhyoscyamilactol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 530.66
Log P RDKit 2.93
Topological polar surface area (Å2) RDKit 118.12
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 38
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 15
Stereochemical complexity RDKit 0.5
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 26
Shape complexity RDKit 0.87
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 7
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 7
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
16alpha-Acetoxyhyoscyamilactol
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 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.42
16alpha-Acetoxyhyoscyamilactol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.59
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