omaveloxolone (CHEBI:229661)

EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:229661 - omaveloxolone

Default Structure

Take structure to advanced search

ChEBI ID	CHEBI:229661
ChEBI Name	omaveloxolone
Stars
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.
Last Modified	16 April 2024
Submitter	Adnan
Downloads	Molfile

Formula	C33H44F2N2O3
Net Charge	0
Average Mass	554.722
Monoisotopic Mass	554.33200
SMILES	[H][C@@]12CC(C)(C)CC[C@]1(NC(=O)C(C)(F)F)CC[C@]1(C)[C@]2([H])C(=O)C=C2[C@@]3(C)C=C(C#N)C(=O)C(C)(C)[C@]3([H])CC[C@]21C
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

Wikipedia

Roles Classification

Chemical Role:	antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Applications:	cardioprotective agent Any protective agent that is able to prevent damage to the heart. anti-inflammatory agent Any compound that has anti-inflammatory effects. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology

Outgoing Relation(s)
	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	Source
omaveloxolona	WHO MedNet
omaveloxolone	WHO MedNet
omavéloxolone	WHO MedNet
omaveloxolonum	WHO MedNet

Synonyms	Source
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

Registry Numbers	Sources
CAS:1474034-05-3	DrugBank

Citations