CHEBI:228302 - zuranolone

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ChEBI Name zuranolone
ChEBI ID CHEBI:228302
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C25H35N3O2
Net Charge 0
Average Mass 409.574
Monoisotopic Mass 409.27293
InChI InChI=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
InChIKey HARRKNSQXBRBGZ-GVKWWOCJSA-N
SMILES [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@](C)(O)CC[C@]4([H])[C@@]3([H])CC[C@]12C)C(=O)CN1C=C(C=N1)C#N
Roles Classification
Biological Role(s): 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.
Application(s): 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.
anticonvulsant
A drug used to prevent seizures or reduce their severity.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
zuranolone WHO MedNet
zuranolone WHO MedNet
zuranolone WHO MedNet
zuranolonum WHO MedNet
Synonyms Sources
1-[(3α,5β)-3-hydroxy-3-methyl-20-oxo-19-norpregnan-21-yl]-1H-pyrazole-4-carbonitrile ChEBI
BIIB-125 ChEBI
BIIB125 ChEBI
S-812217 ChEBI
SAGE 217 DrugBank
SAGE-217 DrugBank
SAGE217 DrugBank
SGE 797 ChEBI
SGE-797 ChEBI
Brand Name Source
Zurzuvae KEGG DRUG
Manual Xrefs Databases
D11793 KEGG DRUG
DB15490 DrugBank
Zuranolone Wikipedia
View more database links
Registry Number Type Source
1632051-40-1 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
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Last Modified
21 December 2023