IMPPAT Phytochemical information: 
Shinjulactone F
Shinjulactone F
Summary

SMILES: OC[C@]12[C@@H]3OC(=O)C[C@H]1[C@@H](C)C(=O)C1=C2[C@@]2([C@H](C3)C(=CC(=O)[C@@]2(O1)O)C)C
InChI: InChI=1S/C20H22O7/c1-8-4-12(22)20(25)18(3)10(8)5-13-19(7-21)11(6-14(23)26-13)9(2)15(24)16(27-20)17(18)19/h4,9-11,13,21,25H,5-7H2,1-3H3/t9-,10-,11+,13-,18+,19-,20+/m1/s1
InChIKey: UNIQAUSKHLEZCB-IYLYTXHUSA-N
DeepSMILES: OC[C@][C@@H]OC=O)C[C@H]6[C@@H]C)C=O)C=C%10[C@@][C@H]C%12)C=CC=O)[C@@]6O9)O))))C)))C
Scaffold Graph/Node/Bond level: O=C1CC2CC(=O)C3=C4C2C(CC2C=CC(=O)C(O3)C42)O1
Scaffold Graph/Node level: OC1CC2CC(O)C3OC4C(O)CCC5CC(O1)C2C3C54
Scaffold Graph level: CC1CC2CC(C)C3CC4C(C)CCC5CC(C1)C2C3C54
Functional groups: CO; CC(=O)OC; CC1=CC(=O)[C@]2(O)OC(=C(C)C2C1)C(=O)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 f, Shinjulactone F
External chemical identifiers:
CID:CID_101320291; ZINC:ZINC000169642856
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Shinjulactone F
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 374.39
Log P RDKit 0.64
Topological polar surface area (Å2) RDKit 110.13
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 2
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 7
Stereochemical complexity RDKit 0.35
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.65
Number of rotatable bonds RDKit 1
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 1
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Shinjulactone F
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.65
Shinjulactone F
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 -8.75
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