IMPPAT Phytochemical information: 
Deoxyelephantopin

Deoxyelephantopin
Summary

SMILES: C/C/1=C\[C@H]2OC(=O)C(=C)[C@@H]2[C@H](CC2=C[C@@H](C1)OC2=O)OC(=O)C(=C)C
InChI: InChI=1S/C19H20O6/c1-9(2)17(20)24-15-8-12-7-13(23-19(12)22)5-10(3)6-14-16(15)11(4)18(21)25-14/h6-7,13-16H,1,4-5,8H2,2-3H3/b10-6+/t13-,14-,15+,16+/m1/s1
InChIKey: JMUOPRSXUVOHFE-GZZMZBIISA-N
DeepSMILES: C/C=C\[C@H]OC=O)C=C)[C@@H]5[C@H]CC=C[C@@H]C\%13)OC5=O)))))))OC=O)C=C)C
Scaffold Graph/Node/Bond level: C=C1C(=O)OC2C=CCC3C=C(CCC12)C(=O)O3
Scaffold Graph/Node level: CC1C(O)OC2CCCC3CC(CCC21)C(O)O3
Scaffold Graph level: CC1CC2CCCC3CC(C)C(C)C3CCC1C2
Functional groups: C/C(=C\C)C; C=C1CCOC1=O; CC1=CCOC1=O; C=C(C)C(=O)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Germacrane sesquiterpenoids
Synonymous chemical names:
deoxyelephantopin
External chemical identifiers:
CID:CID_6325056; ChEBI:CHEBI:4409; ZINC:ZINC000030726860; SureChEMBL:SCHEMBL19036253; MolPort-039-338-309
Chemical structure download


Deoxyelephantopin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 344.36
Log P RDKit 2.16
Topological polar surface area (Å2) RDKit 78.9
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.21
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 11
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.42
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


Deoxyelephantopin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.330552


Deoxyelephantopin
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 -6.70
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 No
P-glycoprotein substrate SwissADME No


Deoxyelephantopin
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000337915CYP3A4700
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.