IMPPAT Phytochemical information: 
E-Guggulsterone
E-Guggulsterone
Summary

SMILES: C/C=C\1/C(=O)C[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
InChI: InChI=1S/C21H28O2/c1-4-16-19(23)12-18-15-6-5-13-11-14(22)7-9-20(13,2)17(15)8-10-21(16,18)3/h4,11,15,17-18H,5-10,12H2,1-3H3/b16-4-/t15-,17+,18+,20+,21-/m1/s1
InChIKey: WDXRGPWQVHZTQJ-AUKWTSKRSA-N
DeepSMILES: C/C=C/C=O)C[C@@H][C@]/5C)CC[C@H][C@H]6CCC=CC=O)CC[C@]%106C
Scaffold Graph/Node/Bond level: C=C1C(=O)CC2C1CCC1C3CCC(=O)C=C3CCC21
Scaffold Graph/Node level: CC1C(O)CC2C1CCC1C3CCC(O)CC3CCC12
Scaffold Graph level: CC1CCC2C(CCC3C2CCC2C(C)C(C)CC23)C1
Functional groups: C/C=C(\C)C(=O)C; CC(=O)C=C(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Androstane steroids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Pregnane steroids
Synonymous chemical names:
e-guggulsterone, guggulsterone e
External chemical identifiers:
CID:CID_6439929; ChEMBL:CHEMBL402063; ZINC:ZINC000019132424; FDASRS:9B259YE66O; SureChEMBL:SCHEMBL1650063
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
E-Guggulsterone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 312.45
Log P RDKit 4.64
Topological polar surface area (Å2) RDKit 34.14
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.24
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 15
Shape complexity RDKit 0.71
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
E-Guggulsterone
Drug-likeness
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 Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.610442
E-Guggulsterone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.41
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
E-Guggulsterone
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_001461ENSG00000186350RXRA6256ChEMBL, NPASS
TAR_EXP_001105ENSG00000082175PGR5241ChEMBL, NPASS
TAR_EXP_000968ENSG00000109320NFKB14790NPASS
TAR_EXP_001170ENSG00000112033PPARD5467ChEMBL, NPASS
TAR_EXP_001171ENSG00000132170PPARG5468ChEMBL, NPASS
TAR_EXP_001230ENSG00000100030MAPK15594NPASS
TAR_EXP_001345ENSG00000131759RARA5914ChEMBL, NPASS
TAR_EXP_001346ENSG00000077092RARB5915ChEMBL, NPASS
TAR_EXP_001347ENSG00000172819RARG5916ChEMBL, NPASS
TAR_EXP_001166ENSG00000186951PPARA5465ChEMBL, NPASS
TAR_EXP_001621ENSG00000141510TP537157NPASS
TAR_EXP_001378ENSG00000143365RORC6097ChEMBL, NPASS
TAR_EXP_001547ENSG00000275349SMN16606NPASS
TAR_EXP_001608ENSG00000126351THRA7067ChEMBL
TAR_EXP_001942ENSG00000012504NR1H49971BindingDB, ChEMBL, NPASS
TAR_EXP_001836ENSG00000144852NR1I28856ChEMBL, NPASS
TAR_EXP_001810ENSG00000067955CBFB865NPASS
TAR_EXP_001665ENSG00000111424VDR7421ChEMBL, NPASS
TAR_EXP_001662ENSG00000131408NR1H27376ChEMBL, NPASS
TAR_EXP_001609ENSG00000151090THRB7068ChEMBL, NPASS
TAR_EXP_000015ENSG00000025434NR1H310062ChEMBL, NPASS
TAR_EXP_000280ENSG00000160868CYP3A41576ChEMBL, NPASS
TAR_EXP_000395ENSG00000091831ESR12099ChEMBL, NPASS
TAR_EXP_000397ENSG00000140009ESR22100ChEMBL
TAR_EXP_000411ENSG00000165092ALDH1A1216NPASS
TAR_EXP_000645ENSG00000113580NR3C12908ChEMBL, NPASS
TAR_EXP_000720ENSG00000106211HSPB13315NPASS
TAR_EXP_000759ENSG00000169429CXCL83576NPASS
TAR_EXP_000773ENSG00000169083AR367BindingDB, ChEMBL, NPASS
TAR_EXP_000798ENSG00000055118KCNH23757NPASS
TAR_EXP_000882ENSG00000151623NR3C24306BindingDB, ChEMBL, NPASS
TAR_EXP_000966ENSG00000116044NFE2L24780ChEMBL, NPASS
TAR_EXP_001631ENSG00000165409TSHR7253NPASS