IMPPAT Phytochemical information: 
11alpha-O-Benzoyl-12beta-O-acetyltenacigenin B
11alpha-O-Benzoyl-12beta-O-acetyltenacigenin B
Summary

SMILES: O[C@H]1CC[C@]2([C@H](C1)CC[C@@]13[C@@H]2[C@H](OC(=O)c2ccccc2)[C@@H](OC(=O)C)[C@]2([C@]3(O1)CC[C@H]2C(=O)C)C)C
InChI: InChI=1S/C30H38O7/c1-17(31)22-12-15-30-28(22,4)25(35-18(2)32)23(36-26(34)19-8-6-5-7-9-19)24-27(3)13-11-21(33)16-20(27)10-14-29(24,30)37-30/h5-9,20-25,33H,10-16H2,1-4H3/t20-,21-,22-,23-,24+,25+,27-,28-,29-,30+/m0/s1
InChIKey: LOAURWLTTGBJLR-RDDFAFGGSA-N
DeepSMILES: O[C@H]CC[C@][C@H]C6)CC[C@][C@@H]6[C@H]OC=O)cccccc6))))))))[C@@H]OC=O)C)))[C@][C@]6O7)CC[C@H]5C=O)C))))))C)))))))))C
Scaffold Graph/Node/Bond level: O=C(OC1CC2CCCC23OC32CCC3CCCCC3C12)c1ccccc1
Scaffold Graph/Node level: OC(OC1CC2CCCC23OC32CCC3CCCCC3C12)C1CCCCC1
Scaffold Graph level: CC(CC1CC2CCCC23CC32CCC3CCCCC3C12)C1CCCCC1
Functional groups: CO; CC(C)=O; C[C@]1(C)O[C@@]1(C)C; cC(=O)OC; CC(=O)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Steroid esters
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Pregnane steroids
Synonymous chemical names:
11alpha-o-benzoyl-12beta- o-acetyltenacigenin b
External chemical identifiers:
CID:CID_44561449; ChEMBL:CHEMBL520090; ZINC:ZINC000042888250
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
11alpha-O-Benzoyl-12beta-O-acetyltenacigenin B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 510.63
Log P RDKit 4.25
Topological polar surface area (Å2) RDKit 102.43
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 37
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.33
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 21
Shape complexity RDKit 0.7
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
11alpha-O-Benzoyl-12beta-O-acetyltenacigenin B
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.477233
11alpha-O-Benzoyl-12beta-O-acetyltenacigenin B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.80
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
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