IMPPAT Phytochemical information: 
Adenostemmoic acid G
Adenostemmoic acid G
Summary

SMILES: OC[C@@]12O[C@H]3C[C@@H]1C[C@@]1([C@@H]2O)[C@@H]3[C@]2(C)CCC[C@@]([C@H]2CC1)(C)C(=O)O
InChI: InChI=1S/C20H30O5/c1-17-5-3-6-18(2,16(23)24)13(17)4-7-19-9-11-8-12(14(17)19)25-20(11,10-21)15(19)22/h11-15,21-22H,3-10H2,1-2H3,(H,23,24)/t11-,12+,13+,14+,15+,17-,18-,19-,20-/m1/s1
InChIKey: UBYHEQLEEXWURW-HSJBFBDPSA-N
DeepSMILES: OC[C@@]O[C@H]C[C@@H]5C[C@@][C@@H]8O))[C@@H]6[C@]C)CCC[C@@][C@H]6CC%10)))C)C=O)O
Scaffold Graph/Node/Bond level: C1CCC2C(C1)CCC13CC4CC(OC4C1)C23
Scaffold Graph/Node level: C1CCC2C(C1)CCC13CC4CC(OC4C1)C23
Scaffold Graph level: C1CCC2C(C1)CCC13CC4CC(CC4C1)C23
Functional groups: CO; COC; CC(=O)O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Tetracyclic diterpenoids
Synonymous chemical names:
adenostemmoic acid g
External chemical identifiers:
CID:CID_25090692; ZINC:ZINC000197843321
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Adenostemmoic acid G
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 350.46
Log P RDKit 2.19
Topological polar surface area (Å2) RDKit 86.99
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 9
Stereochemical complexity RDKit 0.45
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 19
Shape complexity RDKit 0.95
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 2
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 4
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Adenostemmoic acid G
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 0.71
Adenostemmoic acid G
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
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 -6.57
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