IMPPAT Phytochemical information: 
3,4-Dihydroexcelsin
3,4-Dihydroexcelsin
Summary

SMILES: CCCC(C(=O)O[C@H]1C(=O)O[C@H]2[C@]34[C@@H]1[C@@H](C)[C@@H](O)[C@@]([C@@H]4[C@@]1([C@@H](C2)[C@H](C)C[C@@H]([C@H]1O)O)C)(OC3)O)C
InChI: InChI=1S/C26H40O9/c1-6-7-11(2)21(30)35-18-17-13(4)19(28)26(32)23-24(5)14(12(3)8-15(27)20(24)29)9-16(34-22(18)31)25(17,23)10-33-26/h11-20,23,27-29,32H,6-10H2,1-5H3/t11?,12-,13-,14+,15+,16-,17-,18-,19-,20-,23-,24-,25+,26+/m1/s1
InChIKey: ISKAQULRAKKTGV-AMUZVUSFSA-N
DeepSMILES: CCCCC=O)O[C@H]C=O)O[C@H][C@@][C@@H]6[C@@H]C)[C@@H]O)[C@@][C@@H]6[C@@][C@@H]C%10)[C@H]C)C[C@@H][C@H]6O))O)))))C)))OC7))O))))))))))))C
Scaffold Graph/Node/Bond level: O=C1CC2CCC3OCC24C(CC2CCCCC2C34)O1
Scaffold Graph/Node level: OC1CC2CCC3OCC24C(CC2CCCCC2C34)O1
Scaffold Graph level: CC1CC2CCC3CCC24C(C1)CC1CCCCC1C34
Functional groups: CO[C@@](O)(C)C; CC(=O)OC; COC(=O)C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Quassinoids
Synonymous chemical names:
13,18-dihydroexcelsin
External chemical identifiers:
CID:CID_101232102
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
3,4-Dihydroexcelsin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 496.6
Log P RDKit 1
Topological polar surface area (Å2) RDKit 142.75
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 35
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 14
Stereochemical complexity RDKit 0.54
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 24
Shape complexity RDKit 0.92
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 2
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 2
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
3,4-Dihydroexcelsin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 2
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.419178
3,4-Dihydroexcelsin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -7.85
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