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Compound Detail

CHEMBL224128

20-HYDROXYECDYSONE
🧪 Phase II
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🧪 Phase II
CC(C)(O)CC[C@@H](O)[C@](C)(O)[C@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)[C@@H](O)C[C@]4(C)[C@H]3CC[C@]12C

Basic Information

ChEMBL ID CHEMBL224128
Name 20-HYDROXYECDYSONE
Phase Phase II
Structure Type MOL
InChI Key NKDFYOWSKOHCCO-YPVLXUMRSA-N

Known Names

20-hydroxy-.alpha.-ecdysone 20-hydroxyecdysone Beta-ecdysone Bio 101 BIO-101 Bio101 Commisterone Crustecdyson Crustecdysone Ecdysten Ecdysteron Ecdysterone +9 more
8
Targets
12
Activities
3
Assay Types
1
PK Parameters
20
Publications
21
Known Names
4
Indications

Molecular Properties

480.6
MW (Da)
1.85
ALogP
7
HBA
6
HBD
138.4
PSA (Ų)
0.35
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula C27H44O7
MW 480.64
Aromatic Rings 0
Heavy Atoms 34
NP-Likeness 3.63

Indications

Giardiasis Muscular Diseases Sarcopenia Severe Acute Respiratory Syndrome

Activity Summary

IC50 9 meas. best 7.34
Ki 2 meas. best 5.6
EC50 1 meas. best 4.27

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Ecdysone receptor
CHEMBL2366581
IC50 7.34 7.34 45.7 1
Ecdysone receptor
CHEMBL5676
IC50 7.34 7.34 45.7 1
Ecdysone receptor
CHEMBL2366588
IC50 6.78 6.78 166.0 1
Ecdysone receptor
CHEMBL2366583
IC50 6.36 6.36 436.5 1
Ecdysone receptor
CHEMBL2366589
IC50 5.98 5.6167 1047.1 3
Ecdysone receptor
CHEMBL2366589
Ki 5.6 5.56 2500.0 2
Ecdysone receptor
CHEMBL1250403
IC50 5.26 5.26 5500.0 1
Unchecked
CHEMBL612545
IC50 4.62 4.62 24000.0 1
dengue virus type 2
CHEMBL613966
EC50 4.27 4.27 53550.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 1.39 hr -

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
26465254 10.1021/acs.jnatprod.5b00249 No relevant target 11
21594962 10.1002/ps.2200 Ecdysone receptor 8
22578055 10.1021/jm300424n ATP-dependent translocase ABCB1 4
25813159 10.1016/j.bmcl.2015.03.028 No relevant target 4
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
25813159 10.1016/j.bmcl.2015.03.028 Cholinesterase 2
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
25813159 10.1016/j.bmcl.2015.03.028 Enterococcus faecalis 1
25813159 10.1016/j.bmcl.2015.03.028 Staphylococcus aureus 1
25813159 10.1016/j.bmcl.2015.03.028 Escherichia coli 1
25813159 10.1016/j.bmcl.2015.03.028 Pseudomonas aeruginosa 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
17417908 10.1021/np070037y Acyrthosiphon pisum 1
23062825 10.1016/j.bmc.2012.09.040 Cholinesterase 1
23062825 10.1016/j.bmc.2012.09.040 Acetylcholinesterase 1
22663190 10.1021/np300045g CCRF-CEM 1
20619664 10.1016/j.bmc.2010.06.020 Ecdysone receptor 1
20619664 10.1016/j.bmc.2010.06.020 Unchecked 1
19631551 10.1016/j.bmc.2009.07.011 Ecdysone receptor 1

Data from ChEMBL 36 via Core Engine