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CHEBI:228304 - vamorolone

Default Structure
ChEBI IDCHEBI:228304
ChEBI Namevamorolone
Stars
DefinitionA 3-oxo-Δ1,Δ4-steroid that is pregna-1,4,9(11)-trien-17-ol substituted by oxo, oxo, and hydroxy groups at positions 3, 20, and 21, respectively. It is approved by the FDA for the treatment of patients with Duchenne muscular dystrophy aged 2 years and older.
Last Modified21 February 2024
SubmitterAdnan
DownloadsMolfile
FormulaC22H28O4
Net Charge0
Average Mass356.462
Monoisotopic Mass356.19876
SMILES[H][C@@]12C[C@@H](C)[C@](O)(C(=O)CO)[C@@]1(C)CC=C1[C@@]3(C)C=CC(=O)C=C3CC[C@]12[H]
InChIInChI=1S/C22H28O4/c1-13-10-18-16-5-4-14-11-15(24)6-8-20(14,2)17(16)7-9-21(18,3)22(13,26)19(25)12-23/h6-8,11,13,16,18,23,26H,4-5,9-10,12H2,1-3H3/t13-,16-,18+,20+,21+,22+/m1/s1
InChIKeyZYTXTXAMMDTYDQ-DGEXFFLYSA-N
Wikipedia
Roles Classification
Biological Roles:
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
glucocorticoid receptor agonist  An agonist that selectively binds to and activates a glucocorticoid receptor.
Applications:
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
anti-inflammatory drug  A substance that reduces or suppresses inflammation.
ChEBI Ontology
Outgoing Relation(s)
vamorolone (CHEBI:228304) has role anti-inflammatory drug (CHEBI:35472)
vamorolone (CHEBI:228304) has role glucocorticoid receptor agonist (CHEBI:63562)
vamorolone (CHEBI:228304) has role immunosuppressive agent (CHEBI:35705)
vamorolone (CHEBI:228304) is a 17α-hydroxy steroid (CHEBI:35342)
vamorolone (CHEBI:228304) is a 20-oxo steroid (CHEBI:36885)
vamorolone (CHEBI:228304) is a 21-hydroxy steroid (CHEBI:35344)
vamorolone (CHEBI:228304) is a 3-oxo-Δ1,Δ4-steroid (CHEBI:77166)
vamorolone (CHEBI:228304) is a corticosteroid (CHEBI:50858)
vamorolone (CHEBI:228304) is a primary α-hydroxy ketone (CHEBI:139590)
vamorolone (CHEBI:228304) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name 
17,21-dihydroxy-16α-methylpregna-1,4,9(11)-triene-3,20-dione
INNs  Source
vamorolonaWHO MedNet
vamoroloneWHO MedNet
vamoroloneWHO MedNet
vamorolonumWHO MedNet
Synonyms  Source
(16α)-17,21-dihydroxy-16-methylpregna-1,4,9(11)-triene-3,20-dioneChEBI
17α,21-dihydroxy-16α-methylpregna-1,4,9(11)-triene-3,20-dioneChEBI
VBP 15ChEBI
VBP-15ChEBI
VBP15DrugBank
Brand Name  Source
AgamreeKEGG DRUG
Manual XrefsDatabases
D11000KEGG DRUG
DB15114DrugBank
VamoroloneWikipedia
Registry NumbersSources
CAS:13209-41-1KEGG DRUG
Citations