General Information of the Drug (ID: ferrodrug0126)
Name
Idebenone
Synonyms
idebenone; 58186-27-9; 2-(10-hydroxydecyl)-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione; Idebenona; Idebenonum; Sovrima; hydroxydecyl ubiquinone; CV 2619; CV-2619; Oristar hdu; BRN 2001459; CHEBI:31687; 2-(10-Hydroxydecyl)-5,6-dimethoxy-3-methyl-1,4-benzoquinone; 6-(10-Hydroxydecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone; NSC-759228; HB6PN45W4J; 2-(10-hydroxydecyl)-5,6-dimethoxy-3-methyl-2,5-cyclohexadiene-1,4-dione; 2,5-Cyclohexadiene-1,4-dione, 2-(10-hydroxydecyl)-5,6-dimethoxy-3-methyl-; 2-(10-Hydroxydecyl)-5,6-dimethoxy-3-methyl-p-benzoquinone; DTXSID0040678; Raxone; 5,6-DIMETHOXY-2-(10-HYDROXYDECYL)-3-METHYL-1,4-BENZOQUINONE; MFCD00274552; NCGC00160514-01; 2-(10-hydroxydecyl)-5,6-dimethoxy-3-methylbenzo-1,4-quinone; Idebenone [INN:JAN]; Idebenonum [Latin]; Idebenona [Spanish]; DTXCID8020678; 1189907-75-2; 2,3-dimethoxy-5-methyl-6-(10'-hydroxydecyl)-1,4-benzoquinone; 2,3-Dimethoxy-6-(10-hydroxydecyl)-5-methyl-1,4-benzoquinone; SMR000466364; CAS-58186-27-9; SR-01000759378; UNII-HB6PN45W4J; Cerestabon; Catena; Mnesis; Avan; Idebenone- Bio-X; Raxone (TN); IDEBENONE [INN]; IDEBENONE [JAN]; IDEBENONE [MI]; IDEBENONE [USAN]; IDEBENONE [MART.]; IDEBENONE [WHO-DD]; SNT-MC17; SCHEMBL28320; IDEBENONE [EMA EPAR]; Idebenone (JAN/USAN/INN); MLS000759487; MLS001032035; MLS001424002; MLS006011882; Idebenone, analytical standard; CHEMBL252556; QSA-10; Idebenone, >=98% (HPLC); FR114; HMS2051O06; HMS2089D08; HMS3393O06; HMS3656K22; HMS3713A10; HMS3884B12; Pharmakon1600-01505755; BCP09116; HY-N0303; STR09227; Tox21_111864; BBL025842; BDBM50505498; NSC759228; s2605; STK801942; HYDROXYDECYL UBIQUINONE [INCI]; 2,5-Cyclohexadiene-1,4-dione, 5,6-dimethoxy-2-(10-hydroxydecyl)-3-methyl-; AKOS005622577; Tox21_111864_1; AC-4337; CCG-100846; KS-5193; NC00096; NSC 759228; SB19130; NCGC00160514-02; NCGC00160514-03; BI164565; SY051193; SBI-0207024.P001; FT-0617205; I0848; SW219495-1; D01750; H10427; AB00639997-04; AB00639997-06; AB00639997_07; AB00639997_08; EN300-7359600; A-68500; Q4197874; SR-01000759378-4; SR-01000759378-5; SR-01000759378-6; BRD-K37516142-001-01-4; 2,3-Dimethoxy-6-(10-hydroxydecyl)-5-methylbenzoquinone; Z2216898922; 2,3-Dimethoxy-6-(10-hydroxydecyl)-5-methyl-1,4benzoquinone; 2-(10-hydroxydecyl)-6-methoxy-3-methyl-5-(trideuteriomethoxy)cyclohexa-2,5-diene-1,4-dione

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Structure
Formula
C19H30O5
IUPAC Name
2-(10-hydroxydecyl)-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione
Canonical SMILES
CC1=C(C(=O)C(=C(C1=O)OC)OC)CCCCCCCCCCO
InChI
InChI=1S/C19H30O5/c1-14-15(12-10-8-6-4-5-7-9-11-13-20)17(22)19(24-3)18(23-2)16(14)21/h20H,4-13H2,1-3H3
InChIKey
JGPMMRGNQUBGND-UHFFFAOYSA-N
PubChem CID
3686
Full List of Ferroptosis Target Related to This Drug
Unspecific Target
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Responsed Disease Acute myocardial infarction ICD-11: BA41
Pathway Response Ferroptosis hsa04216
mTOR signaling pathway hsa04150
Cell Process Cell ferroptosis
Cell autophagy
In Vitro Model CHO-S/H9C2 cells Normal Cricetulus griseus CVCL_A0TS
In Vivo Model
The mice were randomly divided into 3 groups as follows: sham + vehicle (5% DMSO + 10% PEG + 20% Tween80) group; MI + vehicle group; and MI + idebenone group. The 3 groups of mice then received vehicle or idebenone (100 mg/kg) in a final volume of 100 uL by intraperitoneal injections (Lee et al., 2021) 24 h and 2 h prior to surgery. A mouse model of MI was used as previously described (Guo et al., 2022b). In short, mice were placed under general anesthesia by intraperitoneal injection of pentobarbital, then endotracheal intubation and artificial respiration were performed. The left anterior descending coronary artery (LAD) of mice was ligated with a 6-0 silk suture, and the color of the LAD wall becoming pale confirmed the occlusion of the vessel. The same procedures were carried out on mice in the sham operation group, but with no LAD occlusion. The 3 groups of mice then received vehicle or idebenone (100 mg/kg/day) in a final volume of 100 uL by intraperitoneal injections once daily for 3 days.

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Response regulation ROS-induced autophagy contributed to the consequent development of ferroptosisin vitro and in vivo. Idebenone alleviated ferroptosis by regulating excessive autophagy via the AMPK-mTOR pathway in myocardial infarction.
References
Ref 1 Idebenone attenuates ferroptosis by inhibiting excessive autophagy via the ROS-AMPK-mTOR pathway to preserve cardiac function after myocardial infarction. Eur J Pharmacol. 2023 Mar 15;943:175569. doi: 10.1016/j.ejphar.2023.175569. Epub 2023 Feb 3.