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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL384467
CHEMBL384467
Compound Name DEXAMETHASONE
ChEMBL Synonyms DEXAMETHASONE METASULFOBENZOATE SODIUM | Dalalone | OZURDEX | Dexacen-4 | Decaderm | MAXIDEX | Dexone 4 | Aeroseb-dex | HEXADROL | DEXAMETHASONE | DEXAMETHASONE PALMITATE | Dexamethasone intensol | DECADRON | DEXAMETHASONE VALERATE | Dexone 0.5 | FLUORMETHYLPREDNISOLONE | Decadron-LA | Mymethasone | Dexacort | Decaspray | Kortico Injection | Dexone 1.5 | Dexone 0.75 | DEXONE | Neodecadron | Dexair
Max Phase 4 (Approved)
Trade Names Aeroseb-dex | Dexone 4 | MAXIDEX | OZURDEX | Decaderm | Decaspray | Dexamethasone | Dexone 0.75 | Dexone 1.5 | Kortico Injection | DECADRON | Dexone 0.5 | Dexamethasone intensol | DEXONE | Dalalone | HEXADROL
Molecular Formula C22H29FO5

Additional synonyms for CHEMBL384467 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H]( ...
Download SMILES
Standard InChI InChI=1S/C22H29FO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2) ...
Download InChI
Standard InChI Key UREBDLICKHMUKA-CXSFZGCWSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL384467

Molecule Features

CHEMBL384467 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Glucocorticoid receptor agonist Glucocorticoid receptor PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
ADRENOCORTICAL HYPERFUNCTIOND000308EFO:1000797ADRENAL GLAND HYPERFUNCTION4DailyMed
BURSITISD002062EFO:1000941FROZEN SHOULDER4DailyMed
DailyMed
ClinicalTrials
GOUTD006073EFO:0004274GOUT2ClinicalTrials
IRITISD007500EFO:1000997IRITIS4DailyMed
DailyMed
LUPUS ERYTHEMATOSUS, SYSTEMICD008180EFO:0002690SYSTEMIC LUPUS ERYTHEMATOSUS4DailyMed
DailyMed
MELANOMAD008545EFO:0000756MELANOMA1ClinicalTrials
MYOCARDITISD009205HP:0012819MYOCARDITIS4DailyMed
DailyMed
SYNOVITISD0135854
DERMATITIS HERPETIFORMISD003874EFO:1000684DERMATITIS HERPETIFORMIS4DailyMed
DailyMed
DERMATITIS, SEBORRHEICD012628EFO:1000764SEBORRHEIC DERMATITIS4DailyMed
DailyMed
EMPYEMAD004653EFO:0003097EMPYEMA2ClinicalTrials
HEMORRHAGED006470MP:0001914HEMORRHAGE2ClinicalTrials
LICHEN PLANUSD008010EFO:1000726LICHEN PLANUS3ClinicalTrials
NEOPLASMSD009369EFO:0000616NEOPLASM4ClinicalTrials
OPHTHALMIA, SYMPATHETICD009879EFO:1001205SYMPATHETIC OPHTHALMIA4DailyMed
DailyMed
PELVIC ORGAN PROLAPSED056887EFO:0004710PELVIC ORGAN PROLAPSE3ClinicalTrials
SERUM SICKNESSD0127134
ARTHRITIS, GOUTYD015210EFO:0004274GOUT4DailyMed
DailyMed
DERMATITIS, EXFOLIATIVED0038734
GRAFT VS HOST DISEASED006086EFO:0004599ACUTE GRAFT VS. HOST DISEASE3ClinicalTrials
HERPES ZOSTER OPHTHALMICUSD006563EFO:0007403OPHTHALMIC HERPES ZOSTER4DailyMed
DailyMed
HYPERCALCEMIAD006934HP:0003072HYPERCALCEMIA4DailyMed
DailyMed
HYPERSENSITIVITYD006967EFO:0003785ALLERGY3ClinicalTrials
MACULAR EDEMAD008269HP:0040049MACULAR EDEMA3ClinicalTrials
NEPHROTIC SYNDROMED009404EFO:0004255NEPHROTIC SYNDROME4DailyMed
DailyMed
NEURALGIAD009437EFO:0005762NEUROPATHIC PAIN3ClinicalTrials
PEPTIC ULCERD010437HP:0004398PEPTIC ULCER4DailyMed
DailyMed
PULMONARY EOSINOPHILIAD011657EFO:0007257EOSINOPHILIC PNEUMONIA4DailyMed
DailyMed
ADRENAL HYPERPLASIA, CONGENITALD000312Orphanet:90794CLASSIC CONGENITAL ADRENAL HYPERPLASIA DUE TO 21-HYDROXYLASE DEFICIENCY4DailyMed
DailyMed
ADRENAL INSUFFICIENCYD000309HP:0000846ADRENAL INSUFFICIENCY1ClinicalTrials
INFLAMMATIOND007249MP:0001845INFLAMMATION4DailyMed
ClinicalTrials
PNEUMONIAD011014EFO:0003106PNEUMONIA4DailyMed
DailyMed
ClinicalTrials
RETINAL VEIN OCCLUSIOND012170EFO:1001157RETINAL VEIN OCCLUSION2ClinicalTrials
THROMBOCYTOPENIAD013921HP:0001873THROMBOCYTOPENIA4DailyMed
DailyMed
ClinicalTrials
THYROIDITIS, SUBACUTED013968EFO:1001194SUBACUTE THYROIDITIS4DailyMed
DailyMed
TUBERCULOSISD014376Orphanet:3389TUBERCULOSIS2ClinicalTrials
TUBERCULOSIS, PULMONARYD014397EFO:1000049PULMONARY TUBERCULOSIS4DailyMed
DailyMed
WOUNDS AND INJURIESD014947EFO:0000546INJURY1ClinicalTrials
ACNE VULGARISD000152EFO:0003894ACNE4ATC
ANEMIA, HEMOLYTICD000743EFO:0005558HEMOLYTIC ANEMIA4DailyMed
DailyMed
ARTHRITIS, RHEUMATOIDD001172EFO:0000685RHEUMATOID ARTHRITIS4DailyMed
DailyMed
CATARACTD002386EFO:0001059CATARACT3ClinicalTrials
CONJUNCTIVITIS, ALLERGICD003233EFO:0007141ALLERGIC CONJUNCTIVITIS4DailyMed
DailyMed
ClinicalTrials
ERYTHEMA MULTIFORMED004892EFO:1000694ERYTHEMA MULTIFORME4DailyMed
DailyMed
HERNIAS, DIAPHRAGMATIC, CONGENITALD065630EFO:0005207CONGENITAL HEART DISEASE3ClinicalTrials
KERATITISD0076344
LEUKEMIAD007938EFO:0000565LEUKEMIA4ClinicalTrials
DailyMed
DailyMed
LYMPHOMAD008223EFO:0000574LYMPHOMA4ClinicalTrials
DailyMed
DailyMed
MIGRAINE DISORDERSD008881EFO:0003821MIGRAINE DISORDER3ClinicalTrials
MULTIPLE MYELOMAD009101EFO:0001378MULTIPLE MYELOMA3ClinicalTrials
NASAL OBSTRUCTIOND015508HP:0001742NASAL OBSTRUCTION4ATC
ATC
PEMPHIGUSD010392EFO:0004719PEMPHIGUS VULGARIS4DailyMed
DailyMed
PROSTATIC NEOPLASMSD011471EFO:0001663PROSTATE CARCINOMA2ClinicalTrials
PSORIASISD011565EFO:0000676PSORIASIS4DailyMed
DailyMed
PURPURA, THROMBOCYTOPENIC, IDIOPATHICD016553EFO:0007160AUTOIMMUNE THROMBOCYTOPENIC PURPURA4DailyMed
DailyMed
ClinicalTrials
RHINITIS, ALLERGIC, SEASONALD006255EFO:0005854ALLERGIC RHINITIS4DailyMed
DailyMed
TUBERCULOSIS, MENINGEALD014390EFO:1000039MENINGEAL TUBERCULOSIS4DailyMed
DailyMed
UVEITIS, POSTERIORD015866EFO:1001119POSTERIOR UVEITIS4DailyMed
DailyMed
ADDISON DISEASED000224HP:0008207PRIMARY ADRENAL INSUFFICIENCY4DailyMed
ASTHMAD001249EFO:0000270ASTHMA4DailyMed
DailyMed
DailyMed
ClinicalTrials
BLEPHARITISD001762HP:0000498BLEPHARITIS3ClinicalTrials
CROHN DISEASED003424EFO:0000384CROHN'S DISEASE4ClinicalTrials
DailyMed
DailyMed
EYE DISEASESD005128EFO:0005752EYE INFLAMMATION4ATC
ATC
IDIOPATHIC PULMONARY FIBROSISD054990EFO:0000768IDIOPATHIC PULMONARY FIBROSIS2ClinicalTrials
IRIDOCYCLITISD0158634
MYCOSIS FUNGOIDESD009182EFO:1001051MYCOSIS FUNGOIDES4DailyMed
DailyMed
OSTEOARTHRITISD010003EFO:0002506OSTEOARTHRITIS4DailyMed
ClinicalTrials
DailyMed
POSTOPERATIVE NAUSEA AND VOMITINGD020250EFO:0004888POST OPERATIVE NAUSEA AND VOMITING3ClinicalTrials
RHINITIS, ALLERGIC, SEASONALD006255EFO:0003956SEASONAL ALLERGIC RHINITIS4DailyMed
SCLERITISD015423HP:0100532SCLERITIS1ClinicalTrials
STEVENS-JOHNSON SYNDROMED013262EFO:0004276STEVENS-JOHNSON SYNDROME4DailyMed
DailyMed
TRICHINELLOSISD014235EFO:0007520TRICHINOSIS4DailyMed
DailyMed
URINARY TRACT INFECTIONSD014552EFO:0003103URINARY TRACT INFECTION3ClinicalTrials
VOMITINGD014839HP:0002013VOMITING3ClinicalTrials
ANEMIA, SICKLE CELLD000755Orphanet:232SICKLE CELL ANEMIA3ClinicalTrials
ARTHRITIS, JUVENILED001171EFO:0002609CHRONIC CHILDHOOD ARTHRITIS4DailyMed
DailyMed
BREAST NEOPLASMSD001943EFO:0000305BREAST CARCINOMA2ClinicalTrials
CHORIORETINITISD0028254
DERMATITIS, ATOPICD003876EFO:0000274ATOPIC ECZEMA4DailyMed
DailyMed
DIABETIC RETINOPATHYD003930EFO:0003770DIABETIC RETINOPATHY3ClinicalTrials
GRAVES DISEASED006111EFO:0004237GRAVES DISEASE1ClinicalTrials
NEOPLASMSD009369EFO:0000311CANCER4ClinicalTrials
NERVOUS SYSTEM DISEASESD009422EFO:0000618NERVOUS SYSTEM DISEASE2ClinicalTrials
OPTIC NEURITISD009902EFO:0007405OPTIC NEURITIS4DailyMed
DailyMed
PAIND010146EFO:0003843PAIN3ClinicalTrials
SPONDYLITIS, ANKYLOSINGD013167EFO:0003898ANKYLOSING SPONDYLITIS4DailyMed
DailyMed
TENNIS ELBOWD0137164
TENOSYNOVITISD013717EFO:1001435TENOSYNOVITIS4DailyMed
DailyMed
WET MACULAR DEGENERATIOND057135EFO:0004683WET MACULAR DEGENERATION2ClinicalTrials
ANEMIA, APLASTICD000741HP:0001915APLASTIC ANEMIA4DailyMed
DailyMed
ARTHRITIS, PSORIATICD015535EFO:0003778PSORIATIC ARTHRITIS4DailyMed
BRONCHIOLITISD001988HP:0011950BRONCHIOLITIS1ClinicalTrials
CHOROIDITISD0028334
COLITIS, ULCERATIVED003093EFO:0000729ULCERATIVE COLITIS4DailyMed
ClinicalTrials
DailyMed
DERMATITIS, CONTACTD003877EFO:0005319CONTACT DERMATITIS4DailyMed
DailyMed
EYE DISEASESD005128EFO:0003966EYE DISEASE4ClinicalTrials
HELLP SYNDROMED017359EFO:0007297HELLP SYNDROME3ClinicalTrials
LIVER CIRRHOSISD008103EFO:0001422CIRRHOSIS OF LIVER3ClinicalTrials
OVARIAN HYPERSTIMULATION SYNDROMED016471Orphanet:64739OVARIAN HYPERSTIMULATION SYNDROME2ClinicalTrials
PREMATURE BIRTHD047928EFO:0003917PREMATURE BIRTH2ClinicalTrials
SARCOIDOSISD012507Orphanet:797SARCOIDOSIS4ClinicalTrials
DailyMed
DailyMed

Clinical Data

ClinicalTrials.gov DEXAMETHASONE
The Cochrane Collaboration DEXAMETHASONE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL384467. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL208 Progesterone receptor Homo sapiens 0.988
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.974
CHEMBL3056 Androgen Receptor Mus musculus 0.960
CHEMBL3072 Androgen Receptor Rattus norvegicus 0.927
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.826
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.680



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL3491 Cytochrome P450 2J2 Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.995
CHEMBL208 Progesterone receptor Homo sapiens 0.994
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.992
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.971
CHEMBL1871 Androgen Receptor Homo sapiens 0.949
CHEMBL1806 DNA topoisomerase II alpha Homo sapiens 0.889
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.845
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.746
CHEMBL3262 Lanosterol synthase Rattus norvegicus 0.662

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
392.5 392.1999 1.71 2 94.83 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 3 0 5 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.13 - 2.03 2.03 0 28 0.67

Structural Alerts

There are 5 structural alerts for CHEMBL384467. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01C - ANTIINFLAMMATORY AGENTS AND ANTIINFECTIVES IN COMBINATION
S01CB - Corticosteroids/antiinfectives/mydriatics in combination
S01CB01 - dexamethasone

R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01A - DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
R01AD - Corticosteroids
R01AD53 - dexamethasone, combinations

D - DERMATOLOGICALS
D07 - CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
D07X - CORTICOSTEROIDS, OTHER COMBINATIONS
D07XB - Corticosteroids, moderately potent, other combinations
D07XB05 - dexamethasone

H - SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
H02 - CORTICOSTEROIDS FOR SYSTEMIC USE
H02A - CORTICOSTEROIDS FOR SYSTEMIC USE, PLAIN
H02AB - Glucocorticoids
H02AB02 - dexamethasone

A - ALIMENTARY TRACT AND METABOLISM
A01 - STOMATOLOGICAL PREPARATIONS
A01A - STOMATOLOGICAL PREPARATIONS
A01AC - Corticosteroids for local oral treatment
A01AC02 - dexamethasone

D - DERMATOLOGICALS
D10 - ANTI-ACNE PREPARATIONS
D10A - ANTI-ACNE PREPARATIONS FOR TOPICAL USE
D10AA - Corticosteroids, combinations for treatment of acne
D10AA03 - dexamethasone

D - DERMATOLOGICALS
D07 - CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
D07A - CORTICOSTEROIDS, PLAIN
D07AB - Corticosteroids, moderately potent (group II)
D07AB19 - dexamethasone

S - SENSORY ORGANS
S02 - OTOLOGICALS
S02B - CORTICOSTEROIDS
S02BA - Corticosteroids
S02BA06 - dexamethasone

C - CARDIOVASCULAR SYSTEM
C05 - VASOPROTECTIVES
C05A - AGENTS FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE
C05AA - Corticosteroids
C05AA09 - dexamethasone

R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01A - DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
R01AD - Corticosteroids
R01AD03 - dexamethasone

S - SENSORY ORGANS
S03 - OPHTHALMOLOGICAL AND OTOLOGICAL PREPARATIONS
S03B - CORTICOSTEROIDS
S03BA - Corticosteroids
S03BA01 - dexamethasone

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01B - ANTIINFLAMMATORY AGENTS
S01BA - Corticosteroids, plain
S01BA01 - dexamethasone

ChemSpider ChemSpider:UREBDLICKHMUKA-CXSFZGCWSA-N
DailyMed dexamethasone
PubChem SID: 144207320 SID: 17389945 SID: 26752876 SID: 26752877 SID: 26752878 SID: 56314873 SID: 56320685 SID: 92119
Wikipedia Dexamethasone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL384467



ACToR 23495-06-9 137098-19-2
Atlas dexamethasone
BindingDB 18207
ChEBI 41879
DrugBank DB01234
DrugCentral 824
eMolecules 31411022 29541178 30067429 497104
EPA CompTox Dashboard DTXSID3020384
FDA SRS 7S5I7G3JQL
Guide to Pharmacology 2768 3447
Human Metabolome Database HMDB15364
IBM Patent System E8CBFAF221AF51FDD2082C42600CCD08
KEGG Ligand C15643
LINCS LSM-5512
Mcule MCULE-4773827191
NIH Clinical Collection SAM002548948
Nikkaji J1.356K
PDBe DEX
PharmGKB PA449247
PubChem 5743
PubChem: Drugs of the Future 12012603
PubChem: Thomson Pharma 14805314 14805313
Selleck Dexamethasone
SureChEMBL SCHEMBL3774
ZINC ZINC000003875332

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/UREBDLICKHMUKA-CXSFZGCWSA-N spacer
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