IMPPAT Phytochemical information: 
Shinjulactone G

Shinjulactone G
Summary

SMILES: OC[C@]12[C@@H]3OC(=O)C[C@H]1[C@@H](C)[C@H]([C@@H]([C@@H]2[C@@]1([C@@H](C3)C(=CC(=O)[C@H]1O)C)C)O)O
InChI: InChI=1S/C20H28O7/c1-8-4-12(22)18(26)19(3)10(8)5-13-20(7-21)11(6-14(23)27-13)9(2)15(24)16(25)17(19)20/h4,9-11,13,15-18,21,24-26H,5-7H2,1-3H3/t9-,10+,11+,13-,15-,16+,17-,18-,19+,20-/m1/s1
InChIKey: LJFUYRFBAVXLSK-HMQKOHLWSA-N
DeepSMILES: OC[C@][C@@H]OC=O)C[C@H]6[C@@H]C)[C@H][C@@H][C@@H]%10[C@@][C@@H]C%12)C=CC=O)[C@H]6O))))C)))C)))O))O
Scaffold Graph/Node/Bond level: O=C1C=CC2CC3OC(=O)CC4CCCC(C2C1)C43
Scaffold Graph/Node level: OC1CCC2CC3OC(O)CC4CCCC(C2C1)C43
Scaffold Graph level: CC1CC2CCCC3C4CC(C)CCC4CC(C1)C23
Functional groups: CO; CC(=O)OC; CC(=CC(=O)C)C
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:
Shinjulactone G, shinjulactone g
External chemical identifiers:
CID:CID_101320292; ZINC:ZINC000238782319
Chemical structure download


Shinjulactone G
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 380.44
Log P RDKit -0.2
Topological polar surface area (Å2) RDKit 124.29
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 27
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.5
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 16
Shape complexity RDKit 0.8
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 1
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 2
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4


Shinjulactone G
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 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.464502


Shinjulactone G
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -9.03
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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