IMPPAT Phytochemical information: 
Celastrol
Celastrol
Summary

SMILES: O=C1C=C2C(=CC=C3[C@@]2(C)CC[C@@]2([C@]3(C)CC[C@@]3([C@H]2C[C@@](C)(CC3)C(=O)O)C)C)C(=C1O)C
InChI: InChI=1S/C29H38O4/c1-17-18-7-8-21-27(4,19(18)15-20(30)23(17)31)12-14-29(6)22-16-26(3,24(32)33)10-9-25(22,2)11-13-28(21,29)5/h7-8,15,22,31H,9-14,16H2,1-6H3,(H,32,33)/t22-,25-,26-,27+,28-,29+/m1/s1
InChIKey: KQJSQWZMSAGSHN-JJWQIEBTSA-N
DeepSMILES: O=CC=CC=CC=C[C@@]6C)CC[C@@][C@]6C)CC[C@@][C@H]6C[C@@]C)CC6))C=O)O)))))C)))))C))))))))C=C6O))C
Scaffold Graph/Node/Bond level: O=C1C=CC2=CC=C3C(CCC4C3CCC3CCCCC34)C2=C1
Scaffold Graph/Node level: OC1CCC2CCC3C(CCC4C5CCCCC5CCC43)C2C1
Scaffold Graph level: CC1CCC2CCC3C(CCC4C5CCCCC5CCC43)C2C1
Functional groups: CC1=C(O)C(=O)C=C2CC(=CC=C21)C; CC(=O)O
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
Synonymous chemical names:
celastrol, triterpene
External chemical identifiers:
CID:CID_122724; ChEMBL:CHEMBL301982; ChEBI:CHEBI:63959; ZINC:ZINC000019795938; FDASRS:L8GG98663L; SureChEMBL:SCHEMBL14954; MolPort-003-665-482
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Celastrol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 450.62
Log P RDKit 6.7
Topological polar surface area (Å2) RDKit 74.6
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 29
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.21
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 19
Shape complexity RDKit 0.66
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 5
Number of aliphatic heterocycles RDKit 0
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 3
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Celastrol
Drug-likeness
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 2
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 0.466149
Celastrol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.85
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -4.83
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes
Celastrol
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_000573ENSG00000091844RGS1726575ChEMBL, NPASS
TAR_EXP_000455ENSG00000004139SARM123098ChEMBL
TAR_EXP_000061ENSG00000134538SLCO1B110599ChEMBL, NPASS
TAR_EXP_001106ENSG00000085563ABCB15243ChEMBL
TAR_EXP_001018ENSG00000086991NOX450507ChEMBL
TAR_EXP_001306ENSG00000196396PTPN15770ChEMBL, NPASS
TAR_EXP_001657ENSG00000171234UGT2B77364ChEMBL
TAR_EXP_001654ENSG00000118939UCHL37347BindingDB
TAR_EXP_001311ENSG00000111679PTPN65777ChEMBL, NPASS
TAR_EXP_001757ENSG00000164305CASP3836ChEMBL
TAR_EXP_001868ENSG00000036672USP29099BindingDB
TAR_EXP_001312ENSG00000143851PTPN75778ChEMBL, NPASS
TAR_EXP_001316ENSG00000179295PTPN115781ChEMBL, NPASS
TAR_EXP_000996ENSG00000153234NR4A24929ChEMBL
TAR_EXP_000773ENSG00000169083AR367ChEMBL
TAR_EXP_000766ENSG00000131203IDO13620ChEMBL
TAR_EXP_000723ENSG00000096384HSP90AB13326ChEMBL, NPASS
TAR_EXP_001719ENSG00000255346NOX579400ChEMBL
TAR_EXP_001163ENSG00000167165UGT1A654578ChEMBL
TAR_EXP_000109ENSG00000105401CDC3711140ChEMBL
TAR_EXP_001653ENSG00000154277UCHL17345BindingDB
TAR_EXP_000259ENSG00000165168CYBB1536ChEMBL
TAR_EXP_001308ENSG00000175354PTPN25771ChEMBL, NPASS
TAR_EXP_001291ENSG00000284792PTEN5728ChEMBL, NPASS
TAR_EXP_000695ENSG00000123358NR4A13164ChEMBL, NPASS
TAR_EXP_000687ENSG00000100644HIF1A3091ChEMBL
TAR_EXP_000616ENSG00000111700SLCO1B328234ChEMBL, NPASS
TAR_EXP_000712ENSG00000284774HSF13297ChEMBL, NPASS
TAR_EXP_000722ENSG00000080824HSP90AA13320ChEMBL
TAR_EXP_001322ENSG00000132334PTPRE5791NPASS
TAR_EXP_001324ENSG00000149177PTPRJ5795NPASS
TAR_EXP_001595ENSG00000262635TDO26999ChEMBL
TAR_EXP_001599ENSG00000164362TERT7015ChEMBL, NPASS
TAR_EXP_000583ENSG00000007952NOX127035ChEMBL