Compound Detail

CHEMBL384467

DEXAMETHASONE

💊 Approved Drug

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💊 Approved Drug

C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)CO

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL384467
Name	DEXAMETHASONE
Phase	Approved
Structure Type	MOL
InChI Key	UREBDLICKHMUKA-CXSFZGCWSA-N
Therapeutic	✓ Yes

Known Names

Aeroseb-dex Decaderm Decadron Decadron-75 Decaspray Dexa-sine Dexacortal Dexacortin Dexacortisyl Dexafree Dexametasona Dexamethasone +18 more

Targets

306

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

392.5

MW (Da)

1.90

ALogP

HBA

HBD

94.8

PSA (Å²)

0.67

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1958
Availability	Prescription
Chirality	Single Enantiomer

Routes of Administration

Oral Parenteral Topical

Extended Properties

Molecular Formula	C22H29FO5
MW	392.47
Aromatic Rings	0
Heavy Atoms	28
NP-Likeness	2.21

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Glucocorticoid receptor agonist	AGONIST	Glucocorticoid receptor	✓	✓

Indications

Acne Vulgaris Addison Disease Adrenal Hyperplasia, Congenital Adrenal Hyperplasia, Congenital Adrenal Hyperplasia, Congenital Adrenocortical Hyperfunction Anemia, Aplastic Anemia, Hemolytic Arthritis, Gouty Arthritis, Juvenile Arthritis, Psoriatic Arthritis, Rheumatoid Asthma Bursitis Bursitis Chorioretinitis Choroiditis Colitis, Ulcerative Conjunctivitis, Allergic Corneal Injuries

ATC Classification

A01AC02

dexamethasone

Level 1: ALIMENTARY TRACT AND METABOLISM

Level 2: STOMATOLOGICAL PREPARATIONS

C05AA09

dexamethasone

Level 1: CARDIOVASCULAR SYSTEM

Level 2: VASOPROTECTIVES

D07AB19

dexamethasone

Level 1: DERMATOLOGICALS

Level 2: CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS

D07XB05

dexamethasone

Level 1: DERMATOLOGICALS

Level 2: CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS

D10AA03

dexamethasone

Level 1: DERMATOLOGICALS

Level 2: ANTI-ACNE PREPARATIONS

H02AB02

dexamethasone

Level 1: SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS

Level 2: CORTICOSTEROIDS FOR SYSTEMIC USE

R01AD03

dexamethasone

Level 1: RESPIRATORY SYSTEM

Level 2: NASAL PREPARATIONS

S01BA01

dexamethasone

Level 1: SENSORY ORGANS

Level 2: OPHTHALMOLOGICALS

S01CB01

dexamethasone

Level 1: SENSORY ORGANS

Level 2: OPHTHALMOLOGICALS

S02BA06

dexamethasone

Level 1: SENSORY ORGANS

Level 2: OTOLOGICALS

Activity Summary

IC50 201 meas. best 10.0

EC50 76 meas. best 10.0

Ki 25 meas. best 9.44

Kd 4 meas. best 8.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Mus musculus CHEMBL375	IC50	10.0	8.345	0.1	8
Glucocorticoid receptor CHEMBL2034	EC50	10.0	8.5163	0.1	41
Unchecked CHEMBL612545	IC50	9.7	7.8627	0.2	11
NON-PROTEIN TARGET CHEMBL3879801	IC50	9.5	8.4067	0.3	6
Mineralocorticoid receptor CHEMBL1994	Ki	9.44	8.79	0.4	2
PBMC CHEMBL613107	EC50	9.33	8.1223	0.5	22
Nuclear factor NF-kappa-B complex CHEMBL2094258	IC50	9.3	9.3	0.5	1
Inhibitor of nuclear factor kappa-B kinase subunit alpha CHEMBL3476	IC50	9.3	9.3	0.5	1
HFF CHEMBL614071	EC50	9.3	8.9067	0.5	3
Glucocorticoid receptor CHEMBL2034	IC50	9.3	8.5269	0.5	52
Inhibitor of nuclear factor kappa-B kinase subunit beta CHEMBL1991	IC50	9.3	9.3	0.5	1
HFF CHEMBL614071	IC50	9.29	9.29	0.5	1
Glucocorticoid receptor CHEMBL2034	Ki	9.16	8.6	0.7	16
Splenocyte CHEMBL612422	IC50	9.0	7.5767	1.0	3
Glucocorticoid receptor CHEMBL3368	IC50	8.9	8.105	1.3	4
Glucocorticoid receptor CHEMBL2034	Kd	8.7	8.1725	2.0	4
PBMC CHEMBL613107	IC50	8.7	8.26	2.0	10
Glucocorticoid receptor CHEMBL3368	EC50	8.7	8.6	2.0	2
Beta-2 adrenergic receptor CHEMBL210	EC50	8.66	8.66	2.2	1
Unchecked CHEMBL612545	EC50	8.66	8.38	2.2	2
THP-1 CHEMBL614245	IC50	8.6	8.0167	2.5	3
T-cell CHEMBL614309	IC50	8.3	7.05	5.0	2
Blood CHEMBL613416	EC50	8.29	8.225	5.1	2
RPMI-8226 CHEMBL614882	IC50	8.19	8.19	6.5	1
REH CHEMBL2366320	EC50	8.17	8.17	6.7	1
RAW264.7 CHEMBL612557	IC50	8.0	5.6566	10.0	56
ADMET CHEMBL612558	IC50	8.0	7.7	10.0	2
HeLa CHEMBL399	EC50	7.77	7.77	17.0	1
RAW CHEMBL614631	IC50	7.7	7.7	20.0	1
Rattus norvegicus CHEMBL376	IC50	7.7	7.7	20.0	2
Mineralocorticoid receptor CHEMBL1994	IC50	7.48	7.47	33.0	8
J774.A1 CHEMBL614040	IC50	7.32	6.1267	48.0	3
N9 CHEMBL613516	IC50	7.13	7.13	74.0	1
Macrophage CHEMBL612578	IC50	6.87	6.87	134.0	1
Peritoneal macrophage CHEMBL5314330	IC50	6.82	6.82	150.0	1
Progesterone receptor CHEMBL208	IC50	6.36	6.36	440.0	1
Progesterone receptor CHEMBL208	Ki	6.25	6.18	561.0	2
Phospholipase A2, membrane associated CHEMBL3474	IC50	6.23	6.23	590.0	1
B-cell line CHEMBL614724	IC50	6.1	6.1	800.0	1
Androgen receptor CHEMBL1871	Ki	5.85	5.85	1410.0	1
Nuclear receptor subfamily 1 group I member 2 CHEMBL2146315	EC50	5.58	5.58	2600.0	1
BV-2 CHEMBL614781	IC50	5.55	5.1525	2830.0	4
Progesterone receptor CHEMBL1909044	Ki	5.52	5.52	3038.0	1
J774 CHEMBL614123	IC50	5.28	5.28	5200.0	1
Androgen receptor CHEMBL3072	Ki	4.79	4.79	16371.0	1
Fatty acid-binding protein, liver CHEMBL5738	Ki	4.66	4.52	22100.0	2
Progesterone receptor CHEMBL1909044	IC50	4.63	4.63	23292.0	1
Androgen receptor CHEMBL3072	IC50	4.61	4.35	24556.0	2

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	3.3	mL.min-1.kg-1	Homo sapiens
CL	3.2	mL.min-1.kg-1	Homo sapiens
CL	3.3	mL.min-1.kg-1	Homo sapiens
CL	3.3	mL.min-1.kg-1	Homo sapiens
CL	31.0	uL.min-1.(10^6cells)-1	Rattus norvegicus
F	79.0	%	Homo sapiens
F	78.0	%	Homo sapiens
Fu	0.32	-	-
Fu	0.182	-	-
Fu	0.32	-	Homo sapiens
Fu	0.32	-	Homo sapiens
Fu	2.03	nM	Mus musculus
Fu	11.6	nM	Mus musculus
Fu	87.0	nM	Mus musculus
Fu	5123.0	nM	Mus musculus
Fu	0.32	-	Homo sapiens
Fu	0.159	-	Rattus norvegicus
Fu	0.238	-	Rattus norvegicus
MRT	4.75	hr	Homo sapiens
T1/2	3.7	hr	Homo sapiens
T1/2	0.04056	hr	Homo sapiens
T1/2	0.04194	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Glucocorticoid receptor	EC50	=	0.1	nM	10.0	Agonist activity at recombinant human glucocorticoid receptor expressed in Afric...	30359818
Mus musculus	IC50	=	0.1	nM	10.0	Inhibitory activity against production of nitric oxide induced by interferon gam...	11909709
Mus musculus	IC50	=	0.1	nM	10.0	Inhibitory activity against production of nitric oxide induced by interferon-gam...	10617085
Mus musculus	IC50	=	0.1	nM	10.0	Inhibition of nitric oxide (NO) production induced by interferon-gamma (IFN-gamm...	11063620
Glucocorticoid receptor	EC50	=	0.2	nM	9.7	Agonist activity at human GR expressed in CV1 cells by GRE activation assay	17705362
Unchecked	IC50	=	0.2	nM	9.7	Inhibition of TNF alpha production in recombinant human IL-1 beta induced A549 c...	39240657
Unchecked	IC50	=	0.2	nM	9.7	Inhibition of IL-6 production in recombinant human IL-1 beta induced A549 cells ...	39240657
Mus musculus	IC50	=	0.3	nM	9.52	Compound was evaluated for inhibitory activity against production of nitric oxid...	9873608
NON-PROTEIN TARGET	IC50	=	0.3162	nM	9.5	Antiinflammatory activity in human primary synovial fibroblasts assessed as inhi...	20469868
Mineralocorticoid receptor	Ki	=	0.36	nM	9.44	Displacement of [3H]-aldosterone from human mineralocorticoid receptor expressed...	24446728
PBMC	EC50	=	0.47	nM	9.33	Antiinflammatory activity in human PBMC assessed as inhibition of anti-CD3-induc...	23199485
Inhibitor of nuclear factor kappa-B kinase subunit beta	IC50	=	0.5	nM	9.3	Inhibition of IKKB (unknown origin)	37210838
NON-PROTEIN TARGET	IC50	=	0.5012	nM	9.3	Antiinflammatory activity in human primary synovial fibroblasts assessed as inhi...	20469868
Glucocorticoid receptor	IC50	=	0.5	nM	9.3	Agonist activity at glucocorticoid receptor in HFF assessed as inhibition of IL-...	24215891
Glucocorticoid receptor	IC50	=	0.5	nM	9.3	Agonist activity at glucocorticoid receptor in human foreskin fibroblasts assess...	24656565
Nuclear factor NF-kappa-B complex	IC50	=	0.5	nM	9.3	Inhibition of NF-kappaB (unknown origin)	37210838
Inhibitor of nuclear factor kappa-B kinase subunit alpha	IC50	=	0.5	nM	9.3	Inhibition of IKKA (unknown origin)	37210838
HFF	EC50	=	0.5	nM	9.3	Antiinflammatory activity assessed as inhibition of IL1 stimulated IL6 productio...	17692519
Glucocorticoid receptor	IC50	=	0.5082	nM	9.29	Antagonist activity at glucocorticoid receptor-LBD in human U2OS cells transfect...	20812681
Glucocorticoid receptor	IC50	=	0.51	nM	9.29	Agonist activity at glucocorticoid receptor in HFF assessed as inhibition of IL1...	21963986

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885861	Rattus norvegicus	662
-	10.6019/CHEMBL3885881	Rattus norvegicus	634
-	10.6019/CHEMBL5724801	Fibroblast	304
-	10.6019/CHEMBL5058577	Fibroblast	304
-	10.6019/CHEMBL5058577	U2OS	304
-	10.6019/CHEMBL5724801	HEK-293T	304
-	10.6019/CHEMBL5058577	HEK-293T	304
-	10.6019/CHEMBL5724801	U2OS	304
-	10.1101/2024.03.28.586928	ADMET	100
-	10.5281/zenodo.13943903	ADMET	83
16472241	10.2174/1570163043334794	Hepatotoxicity	36
30108912	10.1039/C7MD00461C	RAW264.7	26
33360197	10.1016/j.bmc.2020.115954	Mus musculus	24
23199485	10.1016/j.bmc.2012.10.036	PBMC	23
27227459	10.1021/acs.jnatprod.5b01115	NON-PROTEIN TARGET	20
35985062	10.1016/j.bmc.2022.116865	Rattus norvegicus	15
38315032	10.1021/acs.jmedchem.3c02441	Mus musculus	14
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
12699389	10.1021/jm021012t	ATP-dependent translocase ABCB1	13
36708679	10.1016/j.ejmech.2023.115144	Mus musculus	13

Data from ChEMBL 36 via Core Engine