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CHEBI:228304 - vamorolone

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:
glucocorticoid receptor agonist  An agonist that selectively binds to and activates a glucocorticoid receptor.
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.
Applications:
anti-inflammatory drug  A substance that reduces or suppresses inflammation.
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.
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
vamoroloneWHO MedNet
vamorolonumWHO MedNet
vamoroloneWHO MedNet
vamorolonaWHO MedNet
Synonyms  Source
VBP15DrugBank
VBP-15ChEBI
VBP 15ChEBI
17α,21-dihydroxy-16α-methylpregna-1,4,9(11)-triene-3,20-dioneChEBI
(16α)-17,21-dihydroxy-16-methylpregna-1,4,9(11)-triene-3,20-dioneChEBI
Brand Name  Source
AgamreeKEGG DRUG
Manual XrefsDatabases
VamoroloneWikipedia
DB15114DrugBank
D11000KEGG DRUG
Registry NumbersSources
CAS:13209-41-1KEGG DRUG
Citations