Mitoquinone (MitoQ10) mesylate - 10mM in DMSO , CAS No.845959-50-4

CAS: 845959-50-4 Cat. No.: M426202 Molecular Weight: 678.81

GRADE & PURITY 10mM in DMSO

Synonyms

AKOS040733750 | Mitoquinone methanesulfonate | Mitoquinone mesylate | 6E01CG547T | BCP24825 | SCHEMBL4423673 | HY-100116A | MITOQUINONE MESILATE [WHO-DD] | MitoQ10 mesylate | Mitoquinone (mesylate) | Q15425822 | MitoQ | Phosphonium, (10-(4,5-dimethoxy-2-m

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

Mitoquinone (MitoQ10) mesylate Mitoquinone mesylate (MitoQ, MitoQ10, Mitoubiquinone) is a TPP-based, mitochondria -targeted antioxidant that blocks H 2 O 2 -induced intracellular ROS responses and protects against oxidative damage. This product is a waxy solid.

Targets

mitochondria ; ROS

In vitro

Mitoquinone blocks H2O2-induced intracellular ROS responses inmurine pancreatic acinar cells. Mitoquinone does not reduce mitochondrial depolarisation induced by either cholecystokinin (CCK) or bile acid TLCS. Mitoquinone increases basal and CCK-induced cell death in a plate-reader assay.

In vivo

In a TLCS-induced AP model Mitoquinone treatment is not protective. In AP induced by caerulein hyperstimulation (CER-AP), Mitoquinone exerts mixed effects. Thus, partial amelioration of histopathology scores is observed but without reduction of the biochemical markers pancreatic trypsin or serumamylase. Lungmyeloperoxidase and interleukin-6 are concurrently increased by Mitoquinone in CER-AP. Mitoquinone causes biphasic effects on ROS production in isolated polymorphonuclear leukocytes, inhibiting an acute increase but elevating later levels.

Cell Research(from reference)

Cell lines：Pancreatic Acinar Cells 

Concentrations：1 μM, 10 μM 

Incubation Time：200 s, 400 s, 600 s, 800 s, 1000 s 

Specifications

Synonyms

AKOS040733750 | Mitoquinone methanesulfonate | Mitoquinone mesylate | 6E01CG547T | BCP24825 | SCHEMBL4423673 | HY-100116A | MITOQUINONE MESILATE [WHO-DD] | MitoQ10 mesylate | Mitoquinone (mesylate) | Q15425822 | MitoQ | Phosphonium, (10-(4, 5-dimethoxy-2-m

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Mitoquinone mesylate (MitoQ, MitoQ10, Mitoubiquinone) is a TPP-based, mitochondria-targeted antioxidant that blocks H₂O₂-induced intracellular ROS responses and protects against oxidative damage. This product is a waxy solid.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Product Properties

• ALogP: 6.675
• hba_count: 4
• Rotatable Bond: 16

Names and Identifiers

• Canonical Smiles: CC1=C(C(=O)C(=C(C1=O)OC)OC)CCCCCCCCCC[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.CS(=O)(=O)[O-]
• IUPAC Name: 10-(4,5-dimethoxy-2-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)decyl-triphenylphosphanium;methanesulfonate
• InChIKey: GVZFUVXPTPGOQT-UHFFFAOYSA-M
• INCHI: 1S/C37H44O4P.CH4O3S/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;1-5(2,3)4/h10-18,21-26H,4-9,19-20,27-28H2,1-3H3;1H3,(H,2,3,4)/q+1;/p-1
• Isomeric SMILES: CC1=C(C(=O)C(=C(C1=O)OC)OC)CCCCCCCCCC[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.CS(=O)(=O)[O-]
• Molecular Weight: 678.81
• Reaxy-Rn: 12274395
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=12274395&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Quinone and hydroquinone lipids
        • Level5 Prenylquinones
          • Level6 Ubiquinones

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Quinone and hydroquinone lipids
• Intermediate Tree Nodes: Prenylquinones
• Direct Parent: Ubiquinones
• Alternative Parents: P-benzoquinones Phenylphosphines and derivatives Vinylogous esters Sulfonyls Organosulfonic acids Alkanesulfonic acids Organophosphorus compounds Organic oxides Hydrocarbon derivatives Organic cations
• Molecular Framework: Not available
• Substituents: Triphenylphosphine - Ubiquinone skeleton - P-benzoquinone - Quinone - Phenylphosphine - Monocyclic benzene moiety - Benzenoid - Vinylogous ester - Alkanesulfonic acid - Sulfonyl - Organosulfonic acid - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Ketone - Cyclic ketone - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organosulfur compound - Organophosphorus compound - Organooxygen compound - Organic oxide - Organic cation - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as ubiquinones. These are coenzyme Q derivatives containing a 5, 6-dimethoxy-3-methyl(1,4-benzoquinone) moiety to which an isoprenyl group is attached at ring position 2(or 6).
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 678.800 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 16
• Exact Mass: 678.278 Da
• Monoisotopic Mass: 678.278 Da
• Topological Polar Surface Area: 118.000 Ų
• Heavy Atom Count: 47
• Formal Charge: 0
• Complexity: 965.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3