IMPPAT Phytochemical information: 
23,24-dihydroisocucurbitacin B
23,24-dihydroisocucurbitacin B
Summary

SMILES: CC(=O)OC(CCC(=O)C(C1C(O)CC2(C1(C)CC(=O)C1(C2CC=C2C1CC(=O)C(C2(C)C)O)C)C)(O)C)(C)C
InChI: InChI=1S/C32H48O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,19,21-22,25-26,35,38-39H,11-16H2,1-9H3
InChIKey: BCSNGCDMERUCFL-UHFFFAOYSA-N
DeepSMILES: CC=O)OCCCC=O)CCCO)CCC5C)CC=O)CC6CC=CC6CC=O)CC6C)C))O)))))))))C)))))C)))))O)C)))))C)C
Scaffold Graph/Node/Bond level: O=C1CCC2=CCC3C4CCCC4CC(=O)C3C2C1
Scaffold Graph/Node level: OC1CCC2CCC3C4CCCC4CC(O)C3C2C1
Scaffold Graph level: CC1CCC2CCC3C4CCCC4CC(C)C3C2C1
Functional groups: CO; COC(C)=O; CC(C)=O; CC(=O)C; CC=C(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Cucurbitacins
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Cucurbitane triterpenoids
Synonymous chemical names:
23,24-dihydroisocucurbitacin b
External chemical identifiers:
CID:CID_14354066
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
23,24-dihydroisocucurbitacin B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 560.73
Log P RDKit 3.72
Topological polar surface area (Å2) RDKit 138.2
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 32
Number of heavy atoms RDKit 40
Number of heteroatoms RDKit 8
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 6
Number of sp3 hybridized carbon atoms RDKit 26
Shape complexity RDKit 0.81
Number of rotatable bonds RDKit 7
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 3
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
23,24-dihydroisocucurbitacin 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 0.330092
23,24-dihydroisocucurbitacin 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 Low
Log Kp (Skin permeation, cm/s) SwissADME -7.89
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