Compound Detail

CHEMBL1405

ESTRONE

💊 Approved Drug

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

Research home View demo workspace

💊 Approved Drug

C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1CCC2=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1405
Name	ESTRONE
Phase	Approved
Structure Type	MOL
InChI Key	DNXHEGUUPJUMQT-CBZIJGRNSA-N
Therapeutic	✓ Yes

Known Names

1,3,5-estratrien-3-ol-17-one Estradiol metabolite e1 Estrogenic substance Estrona Estrone Follicular hormone Follicular-hormone Folliculin Folliculinum Ketohydroxyestrin Natural estrogenic substance-estrone NSC-9699 +4 more

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

270.4

MW (Da)

3.82

ALogP

HBA

HBD

37.3

PSA (Å²)

0.78

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1979
Availability	Discontinued
Chirality	Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product

USAN Stem

estr-

Extended Properties

Molecular Formula	C18H22O2
MW	270.37
Aromatic Rings	1
Heavy Atoms	20
NP-Likeness	2.10

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Estrogen receptor alpha agonist	AGONIST	Estrogen receptor	✓	✓

Indications

Premenstrual Syndrome Obesity

ATC Classification

G03CA07

estrone

Level 1: GENITO URINARY SYSTEM AND SEX HORMONES

Level 2: SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM

G03CC04

estrone

Level 1: GENITO URINARY SYSTEM AND SEX HORMONES

Level 2: SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM

Activity Summary

IC50 25 meas. best 8.12

EC50 15 meas. best 10.11

Ki 10 meas. best 8.66

Kd 1 meas. best 8.18

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
MCF7 CHEMBL387	EC50	10.11	10.11	0.1	1
Estrogen receptor beta CHEMBL242	EC50	9.3	7.7925	0.5	8
Estrogen receptor CHEMBL206	EC50	9.15	8.0017	0.7	6
Estrogen receptor CHEMBL206	Ki	8.66	8.66	2.2	1
17-beta-hydroxysteroid dehydrogenase type 1 CHEMBL3181	Ki	8.52	6.77	3.0	2
Sex hormone-binding globulin CHEMBL3305	Kd	8.18	8.18	6.6	1
Estrogen receptor CHEMBL206	IC50	8.12	7.34	7.6	4
Estrogen receptor beta CHEMBL242	IC50	7.51	6.89	31.0	2
17-beta-hydroxysteroid dehydrogenase type 1 CHEMBL3181	IC50	6.96	6.482	109.0	5
Progesterone receptor CHEMBL1909044	Ki	5.68	5.68	2100.0	1
Aromatase CHEMBL1978	Ki	5.6	5.6	2500.0	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	5.55	5.55	2816.0	1
Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393	IC50	5.52	5.52	3000.0	1
Plasmodium falciparum CHEMBL364	IC50	5.4	5.1	3981.1	5
Sodium-dependent serotonin transporter CHEMBL228	IC50	5.28	5.28	5301.0	1
Polyunsaturated fatty acid lipoxygenase ALOX15 CHEMBL4358	IC50	5.18	5.18	6589.0	1
Androgen receptor CHEMBL3072	Ki	5.11	5.11	7745.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	5.06	5.06	8676.0	1
Corticosteroid-binding globulin CHEMBL2421	Ki	5.0	5.0	10000.0	1
Androgen receptor CHEMBL3072	IC50	4.93	4.93	11617.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	IC50	4.87	4.87	13630.0	1
Solute carrier organic anion transporter family member 1A1 CHEMBL1781859	Ki	4.8	4.8	15700.0	1
Progesterone receptor CHEMBL1909044	IC50	4.79	4.79	16098.0	1
Aromatase CHEMBL1978	IC50	4.58	4.58	26001.6	1
Steryl-sulfatase CHEMBL3559	IC50	4.29	4.29	51000.0	1
Alpha-synuclein CHEMBL6152	IC50	4.03	4.03	93100.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Ka	821000000.0	M-1	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
MCF7	EC50	=	0.0772	nM	10.11	Growth response in cultures of MCF-7 (human breast cancer cell line) cells	9357533
Estrogen receptor beta	EC50	=	0.5	nM	9.3	Agonist activity at full length human ERbeta receptor assessed as transcriptiona...	32912438
Estrogen receptor	EC50	=	0.7	nM	9.15	Activation of estrogen response element in HeLa cells stably transfected with hu...	11906280
Estrogen receptor beta	EC50	=	0.94	nM	9.03	Displacement of fluormone from GST-tagged ERbeta receptor LBD (unknown origin) m...	32912438
Estrogen receptor	EC50	=	1.4	nM	8.85	Agonist activity at ER-alpha (unknown origin) by ER-alpha coactivator assay	38401456
Estrogen receptor beta	EC50	=	2.1	nM	8.68	Activation of estrogen response element in HeLa cells stably transfected with hu...	11906280
Estrogen receptor	Ki	=	2.185	nM	8.66	DRUGMATRIX: Estrogen ERalpha radioligand binding (ligand: [3H] Estradiol)	-
Estrogen receptor	EC50	=	2.4	nM	8.62	Agonist activity at full length human ERalpha receptor assessed as transcription...	32912438
17-beta-hydroxysteroid dehydrogenase type 1	Ki	=	3.0	nM	8.52	Inhibition of 17beta-HSD1 assessed as conversion of [14C]estradiol to [14C]estro...	18372081
Sex hormone-binding globulin	Kd	=	6.607	nM	8.18	Displacement of [3H]5alpha dihydrotestosterone from human sex hormone binding gl...	18330978
Estrogen receptor	EC50	=	7.0	nM	8.15	Activity at human recombinant ERalpha by fluorescence polarization assay	19824648
Estrogen receptor	IC50	=	7.647	nM	8.12	DRUGMATRIX: Estrogen ERalpha radioligand binding (ligand: [3H] Estradiol)	-
Estrogen receptor beta	EC50	=	8.0	nM	8.1	Activity at human recombinant ERbeta by fluorescence polarization assay	19824648
Estrogen receptor beta	EC50	=	26.0	nM	7.58	Inhibition of ER beta-mediated transactivation of ERE in HeLa cell luciferase as...	16610787
Estrogen receptor	IC50	=	29.0	nM	7.54	Displacement of [3H]estrone from ER alpha	16610787
Estrogen receptor beta	IC50	=	31.0	nM	7.51	Displacement of [3H]estrone from ER beta	16610787
Estrogen receptor	IC50	=	96.0	nM	7.02	Displacement of [3H]17beta-estradiol from human ERalpha expressed in SF9 cells	19836949
17-beta-hydroxysteroid dehydrogenase type 1	IC50	=	109.0	nM	6.96	Inhibition of His-tagged human 17beta-HSD1 expressed in Escherichia coli by scin...	19836949
Estrogen receptor	EC50	=	120.0	nM	6.92	Ability to activate estrogen receptor 1-mediated transcription.	15081034
Estrogen receptor beta	EC50	=	120.0	nM	6.92	Ability to activate estrogen receptor 2-mediated transcription.	15081034

Literature References

PubMed	DOI	Target Context	# Activities
3005573	10.1021/jm00153a004	Estrogen receptor	16
17571867	10.1021/jm070242a	Mus musculus	14
6276542	10.1021/jm00142a014	Estrogen receptor	13
19386502	10.1016/j.bmc.2009.03.057	Mus musculus	12
17110114	10.1016/j.bmc.2006.10.055	17-beta-hydroxysteroid dehydrogenase type 1	8
2066987	10.1021/jm00111a033	Estrogen receptor	7
1404234	10.1021/jm00097a011	Estrogen receptor	7
12467635	10.1016/s0960-894x(02)00847-8	Rattus norvegicus	7
2391702	10.1021/jm00171a045	Estrogen receptor	7
18035543	10.1016/j.bmc.2007.11.007	17-beta-hydroxysteroid dehydrogenase type 1	5
19734910	10.1038/nchembio.215	Plasmodium falciparum	5
3950918	10.1021/jm00153a013	Estrogen receptor	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
10836148	10.1146/annurev.pharmtox.40.1.581	UDP-glucuronosyltransferase 2B4	3
2296033	10.1021/jm00163a066	Estrogen receptor	3
15081034	10.1016/j.bmcl.2004.01.099	Estrogen receptor	3
16610787	10.1021/jm0509389	Estrogen receptor beta	3
18372081	10.1016/j.ejmech.2008.01.044	17-beta-hydroxysteroid dehydrogenase type 1	3
15205350	10.1158/0008-5472.can-04-0078	Broad substrate specificity ATP-binding cassette transporter ABCG2	3
16610787	10.1021/jm0509389	Estrogen receptor	3

Data from ChEMBL 36 via Core Engine