IMPPAT Phytochemical information: 
Absintholide
Absintholide
Summary

SMILES: O=C1O[C@H]2[C@H]([C@@H]1C)CC[C@](C1=C2[C@]2(C)C(=O)[C@H]1[C@]1([C@@H]2[C@H](O)C2=C1[C@H]1OC(=O)[C@H]([C@@H]1CC[C@]2(C)O)C)C)(C)O
InChI: InChI=1S/C30H38O8/c1-11-13-7-9-27(3,35)15-17(21(13)37-25(11)33)30(6)23-20(31)16-18(29(23,5)19(15)24(30)32)22-14(8-10-28(16,4)36)12(2)26(34)38-22/h11-14,19-23,31,35-36H,7-10H2,1-6H3/t11-,12-,13-,14-,19-,20+,21-,22-,23-,27-,28-,29-,30-/m0/s1
InChIKey: ANVQPXYQHSOZNE-UMDUJLOZSA-N
DeepSMILES: O=CO[C@H][C@H][C@@H]5C))CC[C@]C=C7[C@]C)C=O)[C@H]5[C@][C@@H]5[C@H]O)C=C5[C@H]OC=O)[C@H][C@@H]5CC[C@]%10C)O)))))C)))))))))C)))))))C)O
Scaffold Graph/Node/Bond level: O=C1CC2CCCC3=C(C2O1)C1C(=O)C3C2C3=C(CCCC4CC(=O)OC34)CC12
Scaffold Graph/Node level: OC1CC2CCCC3CC4C5C(O)C(C6CCCC7CC(O)OC7C65)C4C3C2O1
Scaffold Graph level: CC1CC2CCCC3CC4C5C(C)C(C6CCCC7CC(C)CC7C65)C4C3C2C1
Functional groups: COC(=O)C; CO; CC(=C(C)C)C; CC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Sesterterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Guaiane sesquiterpenoids
Synonymous chemical names:
absintholide
External chemical identifiers:
CID:CID_101087895; ZINC:ZINC000095619893
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Absintholide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 526.63
Log P RDKit 2.24
Topological polar surface area (Å2) RDKit 130.36
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 38
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 13
Stereochemical complexity RDKit 0.43
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 23
Shape complexity RDKit 0.77
Number of rotatable bonds RDKit 0
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 1
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
Absintholide
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 Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.323704
Absintholide
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 -9.74
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