IMPPAT Phytochemical information: 
Galericulin
Galericulin
Summary

SMILES: C/C=C(/C(=O)O[C@H]1[C@H](O)C[C@H]2[C@@](C31CO3)(COC(=O)C)[C@@H](OC(=O)C)C[C@H]([C@]2(C)C1O[C@H]2[C@@H](C1)C=CO2)C)\C
InChI: InChI=1S/C29H40O10/c1-7-15(2)25(33)39-24-20(32)12-21-27(6,22-11-19-8-9-34-26(19)38-22)16(3)10-23(37-18(5)31)28(21,13-35-17(4)30)29(24)14-36-29/h7-9,16,19-24,26,32H,10-14H2,1-6H3/b15-7+/t16-,19-,20-,21-,22?,23+,24+,26+,27+,28+,29?/m1/s1
InChIKey: SFXGUONTLJEXHK-FFIDEYKUSA-N
DeepSMILES: C/C=C/C=O)O[C@H][C@H]O)C[C@H][C@@]C6CO3)))COC=O)C))))[C@@H]OC=O)C)))C[C@H][C@]6C)CO[C@H][C@@H]C5)C=CO5))))))))C)))))))))))\C
Scaffold Graph/Node/Bond level: C1=CC2CC(C3CCCC4C3CCCC43CO3)OC2O1
Scaffold Graph/Node level: C1CC(C2CC3CCOC3O2)C2CCCC3(CO3)C2C1
Scaffold Graph level: C1CC2CC(C3CCCC4C3CCCC43CC3)CC2C1
Functional groups: C/C=C(\C)C(=O)OC; CO; CC1(C)CO1; COC(C)=O; CC(=O)OC; CO[C@H]1CC=CO1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Tricarboxylic acids and derivatives
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Colensane and Clerodane diterpenoids
Synonymous chemical names:
galericulin
External chemical identifiers:
CID:CID_6442421
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Galericulin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 548.63
Log P RDKit 2.82
Topological polar surface area (Å2) RDKit 130.12
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 29
Number of heavy atoms RDKit 39
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.38
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 22
Shape complexity RDKit 0.76
Number of rotatable bonds RDKit 9
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 3
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 2
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Galericulin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 3
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 0.23
Galericulin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.67
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 3
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes