Ubiquinone-2

Base Information

• Chemical Name: Ubiquinone-2
• CAS No.: 606-06-4
• Molecular Formula: C19H26 O4
• Molecular Weight: 318.413
• European Community (EC) Number: 215-668-0
• UNII: I7T5V2W47R
• DSSTox Substance ID: DTXSID001019698
• Nikkaji Number: J604.253H,J93.221C
• Wikidata: Q27097878
• Metabolomics Workbench ID: 39006
• ChEMBL ID: CHEMBL1236595
• Mol file: 606-06-4.mol

Synonyms:2,3-dimethoxy-5-geranyl-6-methyl-1,4-benzoquinone;2,5-cyclohexadiene-1,4-dione, 2-((2e)-3,7-dimethyl-2,6-octadien-1-yl)-5,6-dimethoxy-3-methyl-;coenzyme Q2;p-benzoquinone, 2-geranyl-5,6-dimethoxy-3-methyl-;Ubiquinone Q2;Ubiquinone Q2, (E)-isomer;ubiquinone-2

Chemical Property of Ubiquinone-2

Chemical Property:

• Appearance/Colour: solid
• Boiling Point: 465.8±45.0 °C(Predicted)
• PSA: 52.60000
• Density: 1.05±0.1 g/cm3(Predicted)
• LogP: 4.04190
• Storage Temp.: −20°C
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 318.18310931
• Heavy Atom Count: 23
• Complexity: 611

Purity/Quality:

98%,99%, ^*data from raw suppliers

Coenzyme Q2 ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)C(=C(C1=O)OC)OC)CC=C(C)CCC=C(C)C
• Isomeric SMILES: CC1=C(C(=O)C(=C(C1=O)OC)OC)C/C=C(\C)/CCC=C(C)C
• Uses: Coenzyme Q2 is a redox carrier in the mitochondrial respiratory chain in eukaryotic cells. It has been used to investigate interaction of coenzyme Q with phosphatidylethanolamine membranes.

Technology Process of Ubiquinone-2

There total 32 articles about Ubiquinone-2 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-<(E)-3,7-dimethyl-2,6-octadienyl>-4,5-dimethoxy-7-methyltricyclo<6.2.1.02,7>undeca-4,9-diene-3,6-dione → 2-[(E)-3,7-dimethyl-2,6-octadienyl]-5,6-dimethoxy-3-methyl-1,4-benzoquinone (606-06-4)

Guidance literature:

at 80 ℃; for 3h; under 7.5 Torr;

DOI:10.1055/s-1993-25945

Reference yield: 99.0%

4a-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6,7-dimethoxy-8a-methyl-1,4,4a,8a-tetrahydro-1,4-methano-naphthalene-5,8-dione (203059-93-2) → 2-[(E)-3,7-dimethyl-2,6-octadienyl]-5,6-dimethoxy-3-methyl-1,4-benzoquinone (606-06-4)

Guidance literature:

In toluene; for 1h; Heating;

DOI:10.1021/ja971079j

Reference yield: 84.0%

(E)-1-(3,7-dimethylocta-2,6-dien-1-yl)-2,3,4,5-tetramethoxy-6-methylbenzene (83036-57-1) → 2-[(E)-3,7-dimethyl-2,6-octadienyl]-5,6-dimethoxy-3-methyl-1,4-benzoquinone (606-06-4)

Guidance literature:

With Pyridine-2,6-dicarboxylic acid; ammonium cerium(IV) nitrate; In water; acetonitrile; a.) 20 min, 0 deg C b.) 10 min, RT;

DOI:10.1021/jo00226a028

upstream raw materials:

ubiquinone Q₂

(E)-1-(3,7-dimethylocta-2,6-dien-1-yl)-2,3,4,5-tetramethoxy-6-methylbenzene

Nerol

2,3-dimethoxy-5-methylbenzene-1,4-diol

Downstream raw materials:

6-(7-formyl-3-methyl-2,6-octadienyl)-2,3-dimethoxy-5-methylhydroquinone diacetate

6-(8-hydroxy-3,7-dimethyl-2,6-octadienyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone

3-bromo-2,6-dimethyl-8-(2-methyl-3,4,5,6-tetramethoxyphenyl)oct-6-en-2-ol

1-<(2E)-6,7-epoxy-3,7-dimethyloct-2-enyl>-2,3,4,5-tetramethoxy-6-methylbenzene

Refernces

• 1、 Bovicelli, Paolo. "Radical-scavenging polyphenols: New strategies for their synthesis". . p. 1703 - 1710. Retrieved 2008/03/11.
• 2、 Van Der Klei, Anita,De Jong, Robertus L. P.,Lugtenburg, Johan,Tielens, Aloysius G. M.. "Synthesis and spectroscopic characterization of [1′-14C]ubiquinone-2, [1′-14C]-5-demethoxy-5-hydroxyubiquinone-2, and [1′-14C]-5-demethoxyubiquinone-2". . p. 3015 - 3023. Retrieved 2007/10/03.