Compound Detail

CHEMBL402063

E-GUGGULSTERONE

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C/C=C1/C(=O)C[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL402063
Name	E-GUGGULSTERONE
Phase	Preclinical
Structure Type	MOL
InChI Key	WDXRGPWQVHZTQJ-AUKWTSKRSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

312.4

MW (Da)

4.64

ALogP

HBA

HBD

34.1

PSA (Å²)

0.61

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C21H28O2
MW	312.45
Aromatic Rings	0
Heavy Atoms	23
NP-Likeness	2.51

Activity Summary

IC50 20 meas. best 8.62

EC50 9 meas. best 6.89

Ki 4 meas. best 7.41

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Nuclear receptor subfamily 1 group I member 2 CHEMBL3401	IC50	8.62	8.62	2.4	1
Mineralocorticoid receptor CHEMBL1994	Ki	7.41	7.41	39.0	1
Bile acid receptor CHEMBL2047	EC50	6.89	6.5433	130.0	6
Progesterone receptor CHEMBL208	Ki	6.7	6.7	201.0	1
Androgen receptor CHEMBL1871	IC50	6.66	6.66	220.0	1
Glucocorticoid receptor CHEMBL2034	Ki	6.65	6.65	224.0	1
Androgen receptor CHEMBL1871	Ki	6.62	6.62	240.0	1
Mineralocorticoid receptor CHEMBL1994	IC50	6.5	6.25	320.0	2
Progesterone receptor CHEMBL208	IC50	5.92	5.92	1200.0	1
Glucocorticoid receptor CHEMBL2034	IC50	5.76	5.76	1740.0	1
Progesterone receptor CHEMBL208	EC50	5.72	5.72	1900.0	1
Vitamin D3 receptor CHEMBL1977	IC50	5.7	5.7	2000.0	1
Nuclear receptor subfamily 1 group I member 2 CHEMBL3401	EC50	5.6	5.6	2500.0	1
Oxysterols receptor LXR-beta CHEMBL4093	EC50	5.44	5.44	3600.0	1
Bile acid receptor CHEMBL2047	IC50	5.39	4.8033	4100.0	9
Peroxisome proliferator-activated receptor alpha CHEMBL239	IC50	4.7	4.7	20000.0	1
Peroxisome proliferator-activated receptor gamma CHEMBL235	IC50	4.57	4.57	27000.0	1
Retinoic acid receptor RXR-alpha CHEMBL2061	IC50	4.48	4.48	33000.0	1
Estrogen receptor CHEMBL206	IC50	4.21	4.21	62000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Nuclear receptor subfamily 1 group I member 2	IC50	=	2.4	nM	8.62	Inhibitory concentration against Pregnane X receptor	16250653
Mineralocorticoid receptor	Ki	=	39.0	nM	7.41	Inhibitory concentration against Mineralocorticoid receptor	16250653
Bile acid receptor	EC50	=	130.0	nM	6.89	Noncompetitive antagonist activity at GST-tagged human FXR-LBD domain assessed a...	31673308
Progesterone receptor	Ki	=	201.0	nM	6.7	Inhibitory concentration against Progesterone receptor	16250653
Bile acid receptor	EC50	=	220.0	nM	6.66	Noncompetitive antagonist activity at GST-tagged human FXR-LBD domain assessed a...	31673308
Androgen receptor	IC50	=	220.0	nM	6.66	Inhibitory concentration against Androgen receptor	16250653
Glucocorticoid receptor	Ki	=	224.0	nM	6.65	Inhibitory concentration against Glucocorticoid receptor	16250653
Androgen receptor	Ki	=	240.0	nM	6.62	Inhibitory concentration against Androgen receptor	16250653
Bile acid receptor	EC50	=	310.0	nM	6.51	Noncompetitive antagonist activity at GST-tagged human FXR-LBD domain assessed a...	31673308
Mineralocorticoid receptor	IC50	=	320.0	nM	6.5	Antagonist activity at MR (unknown origin) by Alpha Screen assay	31673308
Bile acid receptor	EC50	=	380.0	nM	6.42	Noncompetitive antagonist activity at GST-tagged human FXR-LBD domain assessed a...	31673308
Bile acid receptor	EC50	=	400.0	nM	6.4	Noncompetitive antagonist activity at GST-tagged human FXR-LBD domain assessed a...	31673308
Bile acid receptor	EC50	=	420.0	nM	6.38	Noncompetitive antagonist activity at GST-tagged human FXR-LBD domain assessed a...	31673308
Mineralocorticoid receptor	IC50	=	1000.0	nM	6.0	Inhibitory concentration against Mineralocorticoid receptor	16250653
Progesterone receptor	IC50	=	1200.0	nM	5.92	Inhibitory concentration against Progesterone receptor	16250653
Glucocorticoid receptor	IC50	=	1740.0	nM	5.76	Inhibitory concentration against Glucocorticoid receptor	16250653
Progesterone receptor	EC50	=	1900.0	nM	5.72	Agonist activity at PR (unknown origin) by Alpha Screen assay	31673308
Vitamin D3 receptor	IC50	=	2000.0	nM	5.7	Antagonist activity at VDR (unknown origin) by Alpha Screen assay	31673308
Nuclear receptor subfamily 1 group I member 2	EC50	=	2500.0	nM	5.6	Agonist activity at PXR (unknown origin) by Alpha Screen assay	31673308
Oxysterols receptor LXR-beta	EC50	=	3600.0	nM	5.44	Agonist activity at LXR beta (unknown origin) by Alpha Screen assay	31673308

Literature References

PubMed	DOI	Target Context	# Activities
31673308	10.1039/C9MD00264B	Bile acid receptor	31
31673308	10.1039/C9MD00264B	Liver	11
31980338	10.1016/j.bmcl.2020.126962	RAW264.7	5
31673308	10.1039/C9MD00264B	Oxysterols receptor LXR-beta	3
31673308	10.1039/C9MD00264B	Nuclear receptor subfamily 1 group I member 2	3
31673308	10.1039/C9MD00264B	Progesterone receptor	3
31673308	10.1039/C9MD00264B	Estrogen receptor	2
31673308	10.1039/C9MD00264B	Oxysterols receptor LXR-alpha	2
29456791	10.1021/acsmedchemlett.7b00363	3T3-L1	2
31673308	10.1039/C9MD00264B	Mineralocorticoid receptor	2
31673308	10.1039/C9MD00264B	Vitamin D3 receptor	2
31673308	10.1039/C9MD00264B	Glucocorticoid receptor	2
16250653	10.1021/jm0505056	Bile acid receptor	2
31673308	10.1039/C9MD00264B	Peroxisome proliferator-activated receptor gamma	2
31673308	10.1039/C9MD00264B	Retinoic acid receptor RXR-alpha	2
16250653	10.1021/jm0505056	Estrogen receptor	2
16250653	10.1021/jm0505056	Androgen receptor	2
16250653	10.1021/jm0505056	Progesterone receptor	2
16250653	10.1021/jm0505056	Mineralocorticoid receptor	2
16250653	10.1021/jm0505056	Glucocorticoid receptor	2

Data from ChEMBL 36 via Core Engine