EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:228302 - zuranolone

Default Structure
ChEBI IDCHEBI:228302
ChEBI Namezuranolone
Stars
DefinitionA 3-hydroxy steroid that is 5β-19-norpregnane substituted by hydroxy, methyl, oxo, and 4-cyano-1H-pyrazol-1-yl groups at positions 3, 3, 20 and 21, respectively. It is a positive allosteric modulator of GABAA receptor developed by Sage Therapeutics and Biogen for the treatment of postpartum depression in adults.
Last Modified21 December 2023
SubmitterAdnan
DownloadsMolfile
FormulaC25H35N3O2
Net Charge0
Average Mass409.574
Monoisotopic Mass409.27293
SMILES[H][C@]12CC[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])C(=O)Cn3cc(C#N)cn3)[C@@]1([H])CC[C@@](C)(O)C2
InChIInChI=1S/C25H35N3O2/c1-24(30)9-7-18-17(11-24)3-4-20-19(18)8-10-25(2)21(20)5-6-22(25)23(29)15-28-14-16(12-26)13-27-28/h13-14,17-22,30H,3-11,15H2,1-2H3/t17-,18+,19-,20-,21+,22-,24-,25+/m1/s1
InChIKeyHARRKNSQXBRBGZ-GVKWWOCJSA-N
Wikipedia
Roles Classification
Biological Role:
GABA modulator  A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
Applications:
anticonvulsant  A drug used to prevent seizures or reduce their severity.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
GABA modulator  A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
ChEBI Ontology
Outgoing Relation(s)
zuranolone (CHEBI:228302) has role anticonvulsant (CHEBI:35623)
zuranolone (CHEBI:228302) has role antidepressant (CHEBI:35469)
zuranolone (CHEBI:228302) has role GABA modulator (CHEBI:50268)
zuranolone (CHEBI:228302) is a 20-oxo steroid (CHEBI:36885)
zuranolone (CHEBI:228302) is a 3-hydroxy steroid (CHEBI:36834)
zuranolone (CHEBI:228302) is a nitrile (CHEBI:18379)
zuranolone (CHEBI:228302) is a pyrazoles (CHEBI:26410)
IUPAC Name 
1-(3α-hydroxy-3β-methyl-20-oxo-5β-19-norpregnan-21-yl)-1H-pyrazole-4-carbonitrile
INNs  Source
zuranoloneWHO MedNet
zuranoloneWHO MedNet
zuranoloneWHO MedNet
zuranolonumWHO MedNet
Synonyms  Source
1-[(3α,5β)-3-hydroxy-3-methyl-20-oxo-19-norpregnan-21-yl]-1H-pyrazole-4-carbonitrileChEBI
BIIB-125ChEBI
BIIB125ChEBI
S-812217ChEBI
SAGE 217DrugBank
SAGE-217DrugBank
Brand Name  Source
ZurzuvaeKEGG DRUG
Manual XrefsDatabases
D11793KEGG DRUG
DB15490DrugBank
ZuranoloneWikipedia
Registry NumbersSources
CAS:1632051-40-1ChEBI
Citations