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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1451
CHEMBL1451
Compound Name TRIAMCINOLONE
ChEMBL Synonyms KENACORT | VOLON | Aristocort A | DELPHICORT | Kenalog | TRIAMCINOLONE | FLUOXIPREDNISOLONE | ARISTOCORT
Max Phase 4 (Approved)
Trade Names Aristocort A | DELPHICORT | KENACORT | VOLON | ARISTOCORT | TRIAMCINOLONE | Kenalog
Molecular Formula C21H27FO6

Additional synonyms for CHEMBL1451 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@]12C[C@H](O)[C@@]3(F)[C@@H](CCC4=CC(=O)C=C[C@]34C)[C@@H] ...
Download SMILES
Standard InChI InChI=1S/C21H27FO6/c1-18-6-5-12(24)7-11(18)3-4-13-14-8-15(25 ...
Download InChI
Standard InChI Key GFNANZIMVAIWHM-OBYCQNJPSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1451

Molecule Features

CHEMBL1451 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Discontinued

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
Dermatitis, AtopicD003876EFO:0000274atopic eczema2ClinicalTrials
OsteoarthritisD010003EFO:0002506osteoarthritis3ClinicalTrials
Retinal Vein OcclusionD012170EFO:1001157retinal vein occlusion3ClinicalTrials
Diabetic RetinopathyD003930EFO:0003770diabetic retinopathy3ClinicalTrials
PainD010146EFO:0003843pain2ClinicalTrials
Lung Diseases, ObstructiveD008173HP:0006536obstructive lung disease4ATC
Macular DegenerationD008268EFO:0001365age-related macular degeneration3ClinicalTrials
Macular EdemaD0082693ClinicalTrials
ClinicalTrials
MelanomaD008545EFO:0000756melanoma2ClinicalTrials
MelanosisD008548EFO:0003963freckles2ClinicalTrials
Optic Neuropathy, IschemicD018917EFO:1000809anterior ischemic optic neuropathy1ClinicalTrials
Rhinitis, Allergic, PerennialD012221EFO:1001417Rhinitis, Allergic, Perennial3ClinicalTrials
Rotator Cuff InjuriesD000070636EFO:1001250rotator cuff tear1ClinicalTrials
VitiligoD014820EFO:0004208Vitiligo2ClinicalTrials
Osteoarthritis, KneeD020370EFO:0004616osteoarthritis, knee2ClinicalTrials
Rhinitis, Allergic, SeasonalD006255EFO:0005854allergic rhinitis3ClinicalTrials
Vascular DiseasesD014652EFO:0004264vascular disease2ClinicalTrials
KeloidD007627EFO:0004212Keloid3ClinicalTrials
Nasal ObstructionD015508HP:0001742Nasal obstruction4ATC
Nasal PolypsD009298EFO:1000391Nasal Cavity Polyp2ClinicalTrials
Abdominal PainD015746HP:0002027abdominal pain2ClinicalTrials
Eye DiseasesD005128EFO:0005752eye inflammation4ATC
Pulmonary Disease, Chronic ObstructiveD029424EFO:0000341chronic obstructive pulmonary disease3ClinicalTrials
Pancreatitis, ChronicD050500EFO:0000342chronic pancreatitis3ClinicalTrials
Skin NeoplasmsD012878EFO:0004198skin neoplasm2ClinicalTrials

Clinical Data

ClinicalTrials.gov TRIAMCINOLONE
The Cochrane Collaboration TRIAMCINOLONE

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 CHEMBL1451. 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
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
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL208 Progesterone receptor Homo sapiens 0.999
CHEMBL3072 Androgen Receptor Rattus norvegicus 0.988
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.987
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.981
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.856
CHEMBL3056 Androgen Receptor Mus musculus 0.851
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.755
CHEMBL332 Matrix metalloproteinase-1 Homo sapiens 0.212



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 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
CHEMBL3491 Cytochrome P450 2J2 Homo sapiens 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL208 Progesterone receptor Homo sapiens 0.999
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.998
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.998
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.993
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.984
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.933
CHEMBL1871 Androgen Receptor Homo sapiens 0.924
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.754
CHEMBL1806 DNA topoisomerase II alpha Homo sapiens 0.720
CHEMBL3401 Pregnane X receptor Homo sapiens 0.528

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
394.4 394.1792 0.62 2 115.06 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 4 0 6 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
11.57 - .53 .53 0 28 0.55

Structural Alerts

There are 5 structural alerts for CHEMBL1451. To view alerts please click here.

Compound Cross References

ATC R - RESPIRATORY SYSTEM
R03 - DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
R03B - OTHER DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES, INHALANTS
R03BA - Glucocorticoids
R03BA06 - triamcinolone

R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01A - DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
R01AD - Corticosteroids
R01AD11 - triamcinolone

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01B - ANTIINFLAMMATORY AGENTS
S01BA - Corticosteroids, plain
S01BA05 - triamcinolone

A - ALIMENTARY TRACT AND METABOLISM
A01 - STOMATOLOGICAL PREPARATIONS
A01A - STOMATOLOGICAL PREPARATIONS
A01AC - Corticosteroids for local oral treatment
A01AC01 - triamcinolone

D - DERMATOLOGICALS
D07 - CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
D07X - CORTICOSTEROIDS, OTHER COMBINATIONS
D07XB - Corticosteroids, moderately potent, other combinations
D07XB02 - triamcinolone

D - DERMATOLOGICALS
D07 - CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
D07A - CORTICOSTEROIDS, PLAIN
D07AB - Corticosteroids, moderately potent (group II)
D07AB09 - triamcinolone

C - CARDIOVASCULAR SYSTEM
C05 - VASOPROTECTIVES
C05A - AGENTS FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE
C05AA - Corticosteroids
C05AA12 - triamcinolone

H - SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
H02 - CORTICOSTEROIDS FOR SYSTEMIC USE
H02A - CORTICOSTEROIDS FOR SYSTEMIC USE, PLAIN
H02AB - Glucocorticoids
H02AB08 - triamcinolone

ChemSpider ChemSpider:GFNANZIMVAIWHM-OBYCQNJPSA-N
PubChem SID: 144204885 SID: 144210498 SID: 170465188 SID: 26751455 SID: 47193900 SID: 50103941 SID: 50103942 SID: 77851 SID: 855586 SID: 90341396
Wikipedia Triamcinolone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1451



ACToR 124-94-7
BindingDB 41132
Brenda 30479
ChEBI 9667
ChemicalBook CB1734678
DrugBank DB00620
DrugCentral 2725
eMolecules 494883 31267429
EPA CompTox Dashboard DTXSID1040742
FDA SRS 1ZK20VI6TY
Guide to Pharmacology 2870
Human Metabolome Database HMDB0014758
IBM Patent System 2F186F15DEC2C38D76F0B45B71BD2027
LINCS LSM-3736
MolPort MolPort-002-528-981
Nikkaji J2.508I
PharmGKB PA451749
PubChem 31307
PubChem: Thomson Pharma 16626033 14903260
Selleck Triamcinolone(Aristocort)
SureChEMBL SCHEMBL4447
ZINC ZINC000003882036

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