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Details

Stereochemistry ACHIRAL
Molecular Formula C37H44O4P
Molecular Weight 583.7166
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of MITOQUINONE CATION

SMILES

COC1=C(OC)C(=O)C(CCCCCCCCCC[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)=C(C)C1=O

InChI

InChIKey=OIIMUKXVVLRCAF-UHFFFAOYSA-N
InChI=1S/C37H44O4P/c1-29-33(35(39)37(41-3)36(40-2)34(29)38)27-19-8-6-4-5-7-9-20-28-42(30-21-13-10-14-22-30,31-23-15-11-16-24-31)32-25-17-12-18-26-32/h10-18,21-26H,4-9,19-20,27-28H2,1-3H3/q+1

HIDE SMILES / InChI

Molecular Formula C37H44O4P
Molecular Weight 583.7166
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Mitoquinone is a mitochondria-targeted antioxidant designed to accumulate within mitochondria in vivo in order to protect against oxidative damage. Mitoquinone comprises a positively charged lipophilic cation that drives its extensive accumulation within the negatively charged mitochondria inside cells. Because of the large mitochondria membrane potential, the cations accumulate within cellular mitochondria up to 1,000 fold, compared to non-targeted antioxidants such as Coenzyme Q or its analogs, enabling the antioxidant moiety to block lipid peroxidation and protect mitochondria from oxidative damage. By selectively blocking mitochondrial oxidative damage, it prevents cell death. Mitoquinone may help to prevent the nerve cell damage that leads to Parkinson's disease.

Approval Year

PubMed

PubMed

TitleDatePubMed
The mitochondria-targeted anti-oxidant mitoquinone decreases liver damage in a phase II study of hepatitis C patients.
2010 Aug
Patents

Patents

Sample Use Guides

80 mg/day for 28 days.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:54:08 UTC 2023
Edited
by admin
on Sat Dec 16 11:54:08 UTC 2023
Record UNII
47BYS17IY0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MITOQUINONE CATION
Common Name English
MITOQUINONE
Common Name English
Mitoquinone [WHO-DD]
Common Name English
MITOQUINONE ION
Common Name English
(10-(2,5-DIHYDROXY-3,4-DIMETHOXY-6-METHYLPHENYL)DECYL)TRIPHENYL PHOSPHONIUM
Systematic Name English
Code System Code Type Description
PUBCHEM
11388332
Created by admin on Sat Dec 16 11:54:08 UTC 2023 , Edited by admin on Sat Dec 16 11:54:08 UTC 2023
PRIMARY
FDA UNII
47BYS17IY0
Created by admin on Sat Dec 16 11:54:08 UTC 2023 , Edited by admin on Sat Dec 16 11:54:08 UTC 2023
PRIMARY
CAS
444890-41-9
Created by admin on Sat Dec 16 11:54:08 UTC 2023 , Edited by admin on Sat Dec 16 11:54:08 UTC 2023
PRIMARY
DRUG BANK
DB05063
Created by admin on Sat Dec 16 11:54:08 UTC 2023 , Edited by admin on Sat Dec 16 11:54:08 UTC 2023
PRIMARY
SMS_ID
300000014661
Created by admin on Sat Dec 16 11:54:08 UTC 2023 , Edited by admin on Sat Dec 16 11:54:08 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY