1065-31-2

Basic information

• Product Name: 2,3-DIMETHOXY-5-METHYL-6-[ALL TRANS]FARNESYLFARNESYL-1,4-BENZOQUINONE
• Synonyms: COENZYME Q6;2,3-DIMETHOXY-5-METHYL-6-[ALL TRANS]FARNESYLFARNESYL-1,4-BENZOQUINONE;UBIQUINONE-30;coenzyme Q6 from saccharomyces*cerevisiae;2,3-dimethoxy-5-methyl-6-(farnesylfarnesyl)-1,4-benzoquinone;ubiquinone 6;2,3-Dimethoxy-5-methyl-6-(farnesylfarnesyl)-1,4-benzoquinone, Ubiquinone-30;2-[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-Hexamethyl-2,6,10,14,18,22-tetracosahexenyl]-3-methyl-5,6-dimethoxy-1,4-benzoquinone
• CAS NO: 1065-31-2
• Molecular Formula: C₃₉H₅₈O₄
• Molecular Weight: 590.88
• Mol File: 1065-31-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 688.7°Cat760mmHg
• Flash Point: 277.2°C
• Appearance: /
• Density: 0.99g/cm³
• Vapor Pressure: 8.1E-19mmHg at 25°C
• Refractive Index: 1.52
• Storage Temp.: −20°C
• CAS DataBase Reference: 2,3-DIMETHOXY-5-METHYL-6-[ALL TRANS]FARNESYLFARNESYL-1,4-BENZOQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIMETHOXY-5-METHYL-6-[ALL TRANS]FARNESYLFARNESYL-1,4-BENZOQUINONE(1065-31-2)
• EPA Substance Registry System: 2,3-DIMETHOXY-5-METHYL-6-[ALL TRANS]FARNESYLFARNESYL-1,4-BENZOQUINONE(1065-31-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1065-31-2(Hazardous Substances Data)

Usage

Uses

CoQ6 has been used: as an internal standard for the liquid-chromatography mass-spectrometry for the quantification of CoQ6to determine its effect on peroxisome proliferator-activated receptor (PPAR)in reversed-phase high pressure liquid chromatography to quantify yeast quinones

Definition

ChEBI: A ubiquinone compound having a (2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl substituent at position 2.

General Description

Coenzyme Q6 (CoQ6) is also known as ubiquinone-30 in Saccharomyces cerevisiae. It is a flavoprotein that utilizes flavin adenine dinucleotide (FAD) as a co-factor for the synthesis of coenzyme Q. It is composed of three conserved regions- a FAD/ nicotinamide adenine dinucleotide (NAD) + hydrogen (H) (NADH) binding motif, an adenine di phosphate (ADP) binding motif and a consensus sequence, that binds to the ribityl moiety of FAD.

Biochem/physiol Actions

Coenzyme Q6 (CoQ6) in the plasma membrane of Saccharomyces cerevisiae is involved in the ascorbate stabilization at the plasma membrane.

InChI:InChI=1/C39H58O4/c1-28(2)16-11-17-29(3)18-12-19-30(4)20-13-21-31(5)22-14-23-32(6)24-15-25-33(7)26-27-35-34(8)36(40)38(42-9)39(43-10)37(35)41/h16,18,20,22,24,26H,11-15,17,19,21,23,25,27H2,1-10H3/b29-18+,30-20+,31-22+,32-24+,33-26+

Upstream product

• 127430-84-6 1-(chloromethyl)-2,3,4,5-tetramethoxy-6-methylbenzene 
• 35896-58-3 2,3,4,5-tetramethoxytoluene 
• 3066-90-8 2,3-dimethoxy-5-methylbenzene-1,4-diol 
• 118579-97-8 1-((2E,6E,10E,14E,18E)-3,7,11,15,19,23-Hexamethyl-tetracosa-2,6,10,14,18,22-hexaenyl)-2,3,4,5-tetramethoxy-6-methyl-benzene 
• 605-94-7 2,3-Dimethoxy-5-methyl-1,4-benzoquinone 
• 74629-77-9 ((2E,6E,10E,14E,18E)-3,7,11,15,19,23-Hexamethyl-tetracosa-2,6,10,14,18,22-hexaenyl)-trimethyl-stannane 

Downstream Products

• 5677-58-7 ubiquinol-6 

Relevant articles and documents

A convergent approach to coenzyme Q

Syntheses of coenzyme Q3-8 are described, as well as related systems such as plastoquinone-5. Preparation of the higher homologues of the ubiquinones relies on two new conjunctive reagents, or "linchpins", each of which ultimately corresponds to two or three prenyl units. These allow for attachment of a polyprenyl halide at one end, followed by a Ni(0)-catalyzed cross-coupling at the other terminus with a chloromethylated p-quinone.