CHEBI:229661 - omaveloxolone

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ChEBI Name omaveloxolone
ChEBI ID CHEBI:229661
Definition A semi-synthetic triterpenoid drug. It is an Nrf2 activator that is approved for the treatment of Friedreich's ataxia in adults and adolescents aged 16 years and older.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C33H44F2N2O3
Net Charge 0
Average Mass 554.723
Monoisotopic Mass 554.33200
InChI InChI=1S/C33H44F2N2O3/c1-27(2)11-13-33(37-26(40)32(8,34)35)14-12-31(7)24(20(33)17-27)21(38)15-23-29(5)16-19(18-36)25(39)28(3,4)22(29)9-10-30(23,31)6/h15-16,20,22,24H,9-14,17H2,1-8H3,(H,37,40)/t20-,22-,24-,29-,30+,31+,33-/m0/s1
InChIKey RJCWBNBKOKFWNY-IDPLTSGASA-N
SMILES [H][C@@]12CC(C)(C)CC[C@@]1(CC[C@]1(C)[C@]2([H])C(=O)C=C2[C@@]1(C)CC[C@@]1([H])C(C)(C)C(=O)C(=C[C@]21C)C#N)NC(=O)C(C)(F)F
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing omaveloxolone (CHEBI:229661) has parent hydride oleanane (CHEBI:36481)
omaveloxolone (CHEBI:229661) has role anti-inflammatory agent (CHEBI:67079)
omaveloxolone (CHEBI:229661) has role antineoplastic agent (CHEBI:35610)
omaveloxolone (CHEBI:229661) has role antioxidant (CHEBI:22586)
omaveloxolone (CHEBI:229661) has role cardioprotective agent (CHEBI:77307)
omaveloxolone (CHEBI:229661) is a cyclic terpene ketone (CHEBI:36130)
omaveloxolone (CHEBI:229661) is a nitrile (CHEBI:18379)
omaveloxolone (CHEBI:229661) is a organofluorine compound (CHEBI:37143)
omaveloxolone (CHEBI:229661) is a pentacyclic triterpenoid (CHEBI:25872)
omaveloxolone (CHEBI:229661) is a secondary carboxamide (CHEBI:140325)
IUPAC Name
N-[(4aS,6aR,6bS,8aR,12aS,14aR,14bS)-11-cyano-2,2,6a,6b,9,9,12a-heptamethyl-10,14-dioxo-1,3,4,5,6,6a,6b,7,8,8a,9,10,12a,14,14a,14b-hexadecahydropicen-4a(2H)-yl]-2,2-difluoropropanamide
INNs Sources
omaveloxolona WHO MedNet
omaveloxolone WHO MedNet
omavéloxolone WHO MedNet
omaveloxolonum WHO MedNet
Synonyms Sources
N-(2-cyano-3,12-dioxo-28-noroleana-1,9(11)-dien-17-yl)-2,2-difluoropropanamide ChEBI
RTA 408 DrugBank
RTA-408 DrugBank
RTA408 ChEBI
Brand Name Source
Skyclarys KEGG DRUG
Manual Xrefs Databases
D10964 KEGG DRUG
DB12513 DrugBank
Omaveloxolone Wikipedia
View more database links
Registry Number Type Source
1474034-05-3 CAS Registry Number DrugBank
Citations Waiting for Citations Types Sources
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Last Modified
16 April 2024