IMPPAT Phytochemical information: 
23-Acetylalismol B;23-O-Acetylalisol B;Alisol B monoacetate;Alisol B acetate
23-Acetylalismol B;23-O-Acetylalisol B;Alisol B monoacetate;Alisol B acetate
Summary

SMILES: CC(=O)OC(C1OC1(C)C)CC(C1=C2CC(O)C3C(C2(CC1)C)(C)CCC1C3(C)CCC(=O)C1(C)C)C
InChI: InChI=1S/C32H50O5/c1-18(16-23(36-19(2)33)27-29(5,6)37-27)20-10-14-31(8)21(20)17-22(34)26-30(7)13-12-25(35)28(3,4)24(30)11-15-32(26,31)9/h18,22-24,26-27,34H,10-17H2,1-9H3
InChIKey: NLOAQXKIIGTTRE-UHFFFAOYSA-N
DeepSMILES: CC=O)OCCOC3C)C))))CCC=CCCO)CCC6CC9))C))C)CCCC6C)CCC=O)C6C)C)))))))))))))))C
Scaffold Graph/Node/Bond level: O=C1CCC2C(CCC3C4CCC(CCCC5CO5)=C4CCC23)C1
Scaffold Graph/Node level: OC1CCC2C(CCC3C4CCC(CCCC5CO5)C4CCC23)C1
Scaffold Graph level: CC1CCC2C(CCC3C4CCC(CCCC5CC5)C4CCC23)C1
Functional groups: CC(=O)C; COC(C)=O; CC1OC1(C)C; CC(=C(C)C)C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Triterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Dammarane and Protostane triterpenoids|Fusidane triterpenoids
Synonymous chemical names:
alisol b monoacetate
External chemical identifiers:
CID:CID_14036809; SureChEMBL:SCHEMBL22853923
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
23-Acetylalismol B;23-O-Acetylalisol B;Alisol B monoacetate;Alisol B acetate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 514.75
Log P RDKit 6.41
Topological polar surface area (Å2) RDKit 76.13
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 32
Number of heavy atoms RDKit 37
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 9
Stereochemical complexity RDKit 0.28
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 28
Shape complexity RDKit 0.88
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 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
23-Acetylalismol B;23-O-Acetylalisol B;Alisol B monoacetate;Alisol B acetate
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 4
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 0.26056
23-Acetylalismol B;23-O-Acetylalisol B;Alisol B monoacetate;Alisol B acetate
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly 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 -5.60
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 No