IMPPAT Phytochemical information: 
Lantoic acid
Lantoic acid
Summary

SMILES: C[C@@H]1C[C@@H](O)[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@@]23CC[C@@](OC2)(C1(C)C)O)C(=O)O
InChI: InChI=1S/C30H46O5/c1-17-15-22(31)29(24(32)33)13-11-26(5)19(23(29)18(17)2)7-8-21-27(26,6)10-9-20-25(3,4)30(34)14-12-28(20,21)16-35-30/h7,17-18,20-23,31,34H,8-16H2,1-6H3,(H,32,33)/t17-,18+,20+,21+,22-,23+,26-,27-,28-,29-,30-/m1/s1
InChIKey: ZRBDAZDHQBZJQT-PWXAMNOYSA-N
DeepSMILES: C[C@@H]C[C@@H]O)[C@][C@@H][C@H]6C))C=CC[C@H][C@@][C@@]6CC%10))C))C)CC[C@@H][C@]6CC[C@@]OC6))C6C)C))O))))))))))))))C=O)O
Scaffold Graph/Node/Bond level: C1=C2C3CCCCC3CCC2C2CCC3CC4CCC3(CO4)C2C1
Scaffold Graph/Node level: C1CCC2C(C1)CCC1C2CCC2C1CCC1CC3CCC12CO3
Scaffold Graph level: C1CCC2C(C1)CCC1C2CCC2C1CCC1CC3CCC12CC3
Functional groups: CC(=O)O; CO; CC=C(C)C; CO[C@](O)(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Triterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Ursane and Taraxastane triterpenoids
Synonymous chemical names:
lantoic acid (3,25-epoxy-3alpha, 22beta-dihydroxy-ursa-12-ene-28-oic acid, lantoic acid, Lantoic acid
External chemical identifiers:
CID:CID_134694695
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Lantoic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 486.69
Log P RDKit 5.4
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 30
Number of heavy atoms RDKit 35
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.37
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 27
Shape complexity RDKit 0.9
Number of rotatable bonds RDKit 1
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 4
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
Lantoic acid
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 0.432212
Lantoic acid
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Poorly 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 -5.19
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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