IMPPAT Phytochemical information: 
Yejuhua lactone
Yejuhua lactone
Summary

SMILES: CC(=O)O[C@@H]1CC2[C@@H](C3C([C@]1(C)O)CC=C3C)OC(=O)C12CC23C(C1(C)C=C2)[C@H]1OC(=O)C(=C)C1CC[C@@]3(C)O
InChI: InChI=1S/C32H40O8/c1-15-7-8-19-22(15)24-20(13-21(30(19,6)37)38-17(3)33)32(27(35)40-24)14-31-12-11-28(32,4)25(31)23-18(9-10-29(31,5)36)16(2)26(34)39-23/h7,11-12,18-25,36-37H,2,8-10,13-14H2,1,3-6H3/t18?,19?,20?,21-,22?,23+,24+,25?,28?,29-,30+,31?,32?/m1/s1
InChIKey: DSNIKOZTDZBWKD-XMNJDQQWSA-N
DeepSMILES: CC=O)O[C@@H]CC[C@@H]CC[C@]7C)O))CC=C5C))))))OC=O)C5CCCC5C)C=C5)))[C@H]OC=O)C=C)C5CC[C@@]%10C)O
Scaffold Graph/Node/Bond level: C=C1C(=O)OC2C1CCCC13C=CC(C21)C1(C3)C(=O)OC2C3C=CCC3CCCC21
Scaffold Graph/Node level: CC1C(O)OC2C1CCCC13CCC(C21)C1(C3)C(O)OC2C3CCCC3CCCC21
Scaffold Graph level: CC1CC2C(CCCC34CCC(C23)C2(C4)C(C)CC3C4CCCC4CCCC32)C1C
Functional groups: C=C1CCOC1=O; CC(=O)OC; CO; CC=C(C)C; CC=CC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Sesterterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Cycloeudesmane sesquiterpenoids
Synonymous chemical names:
yejuhua lactone, Yejuhua lactone
External chemical identifiers:
CID:CID_3085251
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Yejuhua lactone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 552.66
Log P RDKit 3.41
Topological polar surface area (Å2) RDKit 119.36
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 2
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 13
Stereochemical complexity RDKit 0.41
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 23
Shape complexity RDKit 0.72
Number of rotatable bonds RDKit 2
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 3
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
Yejuhua lactone
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 0.219919
Yejuhua lactone
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 -7.61
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 3
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