IMPPAT Phytochemical information: 
Isomargosinolide
Isomargosinolide
Summary

SMILES: COC(=O)C[C@H]1[C@]2(C)C3=C(C)[C@@H](C[C@H]3O[C@@H]2[C@@H]2[C@@H]3[C@]1(C)C=CC(=O)[C@@]3(C)CO2)C1=CC(=O)OC1O
InChI: InChI=1S/C27H32O8/c1-12-13(14-9-19(30)35-24(14)31)8-15-20(12)27(4)16(10-18(29)32-5)25(2)7-6-17(28)26(3)11-33-21(22(25)26)23(27)34-15/h6-7,9,13,15-16,21-24,31H,8,10-11H2,1-5H3/t13-,15-,16-,21+,22-,23-,24?,25-,26-,27-/m1/s1
InChIKey: JKKKCIDRWJBQJW-DCSJMUKMSA-N
DeepSMILES: COC=O)C[C@H][C@]C)C=CC)[C@@H]C[C@H]5O[C@@H]8[C@@H][C@@H][C@]%12C)C=CC=O)[C@@]6C)CO9)))))))))))))C=CC=O)OC5O
Scaffold Graph/Node/Bond level: O=C1C=C(C2C=C3C(C2)OC2C3CC3C=CC(=O)C4COC2C34)CO1
Scaffold Graph/Node level: OC1CC(C2CC3OC4C(CC5CCC(O)C6COC4C56)C3C2)CO1
Scaffold Graph level: CC1CCC(C2CC3CC4C(CC5CCC(C)C6CCC4C56)C3C2)C1
Functional groups: CC1=CC(=O)OC1O; COC(C)=O; CC(=C(C)C)C; COC; CC=CC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Naphthofurans
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Limonoids
Synonymous chemical names:
isomargosinolide
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Isomargosinolide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 484.55
Log P RDKit 2.26
Topological polar surface area (Å2) RDKit 108.36
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 27
Number of heavy atoms RDKit 35
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.37
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 18
Shape complexity RDKit 0.67
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Isomargosinolide
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 1
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.48
Isomargosinolide
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 High
Log Kp (Skin permeation, cm/s) SwissADME -8.79
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
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