Compound Detail

CHEMBL85799

ETIOCHOLANOLONE

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C[C@]12CC[C@@H](O)C[C@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL85799
Name	ETIOCHOLANOLONE
Phase	Preclinical
Structure Type	MOL
InChI Key	QGXBDMJGAMFCBF-BNSUEQOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

290.4

MW (Da)

3.96

ALogP

HBA

HBD

37.3

PSA (Å²)

0.73

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 6 meas. best 6.74

EC50 1 meas. best 5.42

Kd 1 meas. best 6.15

Ki 1 meas. best 5.23

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
17-beta-hydroxysteroid dehydrogenase type 3 CHEMBL4234	IC50	6.74	6.545	182.0	4
Sex hormone-binding globulin CHEMBL3305	Kd	6.15	6.15	708.0	1
G-protein coupled bile acid receptor 1 CHEMBL5409	EC50	5.42	5.42	3760.0	1
GABA-A receptor; anion channel CHEMBL1907607	IC50	5.38	5.38	4140.0	1
Unchecked CHEMBL612545	IC50	5.38	5.38	4150.0	1
Corticosteroid-binding globulin CHEMBL2421	Ki	5.23	5.23	5888.4	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
17-beta-hydroxysteroid dehydrogenase type 3	IC50	=	182.0	nM	6.74	The ability to inhibit the Type-3 17-beta- hydroxysteroid dehydrogenase activity...	11806715
17-beta-hydroxysteroid dehydrogenase type 3	IC50	=	330.0	nM	6.48	Inhibitory concentration against type-3 17-beta-HSD expressed in HEK293 cells	11086723
17-beta-hydroxysteroid dehydrogenase type 3	IC50	=	330.0	nM	6.48	The ability to inhibit the Type-3 17-beta- hydroxysteroid dehydrogenase activity...	11806715
17-beta-hydroxysteroid dehydrogenase type 3	IC50	=	330.0	nM	6.48	Inhibition of type-3 17 beta-hydroxysteroid dehydrogenase expressed in HEK293 ce...	16078844
Sex hormone-binding globulin	Kd	=	707.95	nM	6.15	Displacement of [3H]5alpha dihydrotestosterone from human sex hormone binding gl...	18330978
G-protein coupled bile acid receptor 1	EC50	=	3760.0	nM	5.42	Agonist activity at human TGR5 expressed in CHO cells by luciferase assay	18307294
GABA-A receptor; anion channel	IC50	=	4140.0	nM	5.38	Displacement of [35S]TBPS from GABA-A receptor in rat brain membrane	16854065
Unchecked	IC50	=	4150.0	nM	5.38	Displacement of [35S]TPBS from GABAA receptor in rat brain	17434649
Corticosteroid-binding globulin	Ki	=	5888.44	nM	5.23	Binding affinity to human CBG receptor (corticosteroid-binding globulins)	15139751

PubMed	DOI	Target Context	# Activities
17434649	10.1016/j.ejmech.2007.02.017	Unchecked	5
16854065	10.1021/jm0602920	GABA-A receptor; alpha-1/beta-2/gamma-2	4
16078844	10.1021/jm058179h	17-beta-hydroxysteroid dehydrogenase type 3	3
11086723	10.1016/s0960-894x(00)00517-5	17-beta-hydroxysteroid dehydrogenase type 3	3
18307294	10.1021/jm7015864	G-protein coupled bile acid receptor 1	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
16854065	10.1021/jm0602920	Xenopus laevis	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
10836148	10.1146/annurev.pharmtox.40.1.581	UDP-glucuronosyltransferase 1A1	2
10836148	10.1146/annurev.pharmtox.40.1.581	UDP-glucuronosyltransferase 2B17	2
11806715	10.1021/jm010286y	NON-PROTEIN TARGET	2
17434649	10.1016/j.ejmech.2007.02.017	Xenopus laevis	2
11806715	10.1021/jm010286y	17-beta-hydroxysteroid dehydrogenase type 3	2
8411009	10.1021/jm00072a012	Sex hormone-binding globulin	1
15139751	10.1021/jm030364c	Corticosteroid-binding globulin	1
38318365	10.1016/j.isci.2024.108907	Deoxynucleoside triphosphate triphosphohydrolase SAMHD1	1
2160534	10.1021/jm00168a008	Rattus norvegicus	1
8057280	10.1021/jm00041a010	Sex hormone-binding globulin	1
8057280	10.1021/jm00041a010	Corticosteroid-binding globulin	1
8667357	10.1021/jm950589q	Corticosteroid-binding globulin	1

Data from ChEMBL 36 via Core Engine