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Compound Detail

CHEMBL445041

WITHANOLIDE A
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CC1=C(C)C(=O)O[C@@H]([C@](C)(O)[C@H]2CC[C@H]3[C@@H]4[C@@H]5O[C@@H]5[C@@]5(O)CC=CC(=O)[C@]5(C)[C@H]4CC[C@]23C)C1

Basic Information

ChEMBL ID CHEMBL445041
Name WITHANOLIDE A
Phase Preclinical
Structure Type MOL
InChI Key DXWHOKCXBGLTMQ-SFQAJKIESA-N
1
Targets
1
Activities
1
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

470.6
MW (Da)
3.50
ALogP
6
HBA
2
HBD
96.4
PSA (Ų)
0.47
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C28H38O6
MW 470.61
Aromatic Rings 0
Heavy Atoms 34
NP-Likeness 3.68

Activity Summary

IC50 1 meas. best 4.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 4.3 4.3 50000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 50000.0 nM 4.3 Inhibition of TNF-induced NF-kappaB-mediated IL6 promoter expression in mouse L9... 17150968

Literature References

PubMed DOI Target Context # Activities
20553006 10.1021/np900633j Cortical neurone 8
30929949 10.1016/j.bmc.2019.03.022 Glucocorticoid receptor 3
30929949 10.1016/j.bmc.2019.03.022 SH-SY5Y 3
17150968 10.1074/jbc.m606728200 Inhibitor of nuclear factor kappa-B kinase subunit beta 2
12027740 10.1021/np0106337 Unchecked 2
12027740 10.1021/np0106337 Quinone oxidoreductase 2
20553006 10.1021/np900633j Unchecked 2
30929949 10.1016/j.bmc.2019.03.022 Mineralocorticoid receptor 2
17150968 10.1074/jbc.m606728200 Unchecked 1
12027740 10.1021/np0106337 ADMET 1
24625088 10.1021/jm401279n NON-PROTEIN TARGET 1
24625088 10.1021/jm401279n Heat shock 70 kDa protein 6 1
30776236 10.1021/acs.jnatprod.8b00665 HCT-15 1
30776236 10.1021/acs.jnatprod.8b00665 SK-MEL-2 1
30776236 10.1021/acs.jnatprod.8b00665 SK-OV-3 1
30776236 10.1021/acs.jnatprod.8b00665 A549 1

Data from ChEMBL 36 via Core Engine