IMPPAT Phytochemical information: 
23-O-acetylshengmanol xyloside
23-O-acetylshengmanol xyloside
Summary

SMILES: CC(=O)O[C@@H]([C@@H]1OC1(C)C)C[C@H]([C@H]1C(=O)[C@@H]([C@@]2([C@]1(C)CC[C@@]13C2CC[C@@H]2[C@]3(C1)CC[C@@H](C2(C)C)OC1OCC(C(C1O)O)O)C)O)C
InChI: InChI=1S/C37H58O10/c1-18(15-21(45-19(2)38)30-33(5,6)47-30)25-27(41)29(43)35(8)23-10-9-22-32(3,4)24(46-31-28(42)26(40)20(39)16-44-31)11-12-36(22)17-37(23,36)14-13-34(25,35)7/h18,20-26,28-31,39-40,42-43H,9-17H2,1-8H3/t18-,20?,21-,22+,23?,24+,25+,26?,28?,29+,30+,31?,34-,35-,36-,37+/m1/s1
InChIKey: IHEJMZHKJYHVFF-QBTGIYHESA-N
DeepSMILES: CC=O)O[C@@H][C@@H]OC3C)C))))C[C@H][C@H]C=O)[C@@H][C@@][C@]5C)CC[C@]C6CC[C@@H][C@]6C7)CC[C@@H]C6C)C))OCOCCCC6O))O))O))))))))))))))))))C))O))))C
Scaffold Graph/Node/Bond level: O=C1CC2C(CCC34CC35CCC(OC3CCCCO3)CC5CCC24)C1CCCC1CO1
Scaffold Graph/Node level: OC1CC2C(CCC34CC35CCC(OC3CCCCO3)CC5CCC24)C1CCCC1CO1
Scaffold Graph level: CC1CC2C(CCC34CC35CCC(CC3CCCCC3)CC5CCC24)C1CCCC1CC1
Functional groups: CC(=O)OC; COC(OC)C; CC1(C)O[C@H]1C; CO; CC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Cycloartanols and derivatives
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Cycloartane triterpenoids
Synonymous chemical names:
23-o-acetylshengmanol xyloside
External chemical identifiers:
CID:CID_399180
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
23-O-acetylshengmanol xyloside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 662.86
Log P RDKit 3.53
Topological polar surface area (Å2) RDKit 155.28
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 37
Number of heavy atoms RDKit 47
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 16
Stereochemical complexity RDKit 0.43
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 35
Shape complexity RDKit 0.95
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 5
Number of aliphatic heterocycles RDKit 2
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 5
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 7
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
23-O-acetylshengmanol xyloside
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 Bad
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 0.18
23-O-acetylshengmanol xyloside
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -7.37
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 No
P-glycoprotein substrate SwissADME Yes