Ubiquinone 8
Basic information
- CAS
2394-68-5- Standard SMILES
COC1=C(OC)C(=O)C(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)=C(C)C1=O- InChIKey
ICFIZJQGJAJRSU-SGHXUWJISA-N- Molecular formula
- C49H74O4
- Average molar mass
- 727.1 g/mol
- Monoisotopic mass
- 726.55871084
Overview
Ubiquinone-8 is a ubiquinone whose structure comprises a 2,3-dimethoxy-5-methylbenzoquinone nucleus (common to all ubiquinones) and a side chain of eight isoprenoid units. It has a role as a biomarker.
Names & identifiers
- Preferred name
- Ubiquinone 8
- IUPAC
- 2,3-dimethoxy-5-methyl-6-[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaenyl]cyclohexa-2,5-diene-1,4-dione
- English name
- ubiquinone 8
- Molecular formula
- C49H74O4
- Molecular weight
- 727.11
Names & synonyms
Coenzyme Q8Ubiquinone 82394-68-5ubiquinone-8COQ8Ubiquinone Q8coenzyme-Q8ubiquinone(8)Ubiquinone 40CQA993F7P82,3-Dimethoxy-5-methyl-6-((2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl)cyclohexa-2,5-diene-1,4-dione2,3-dimethoxy-5-methyl-6-[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaenyl]cyclohexa-2,5-diene-1,4-dione
Show more names
CoenzyMe Q8 (E. coli)Coenzyme Q8 Impurity CCoenzyme Q10 Impurity CCoenzyme Q10 EP Impurity CUbidecarenone EP Impurity CUbidecarenone (Coenzyme Q10) EP Impurity CCoenzyme Q10 (Ubidecarenone) EP Impurity C
CHEBI:61683DTXSID5013179942,3-dimethoxy-5-methyl-6-[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]cyclohexa-2,5-diene-1,4-dione2,3-dimethoxy-5-methyl-6-((2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaenyl)cyclohexa-2,5-diene-1,4-dioneRefChem:127403DTXCID001747786UNII-CQA993F7P8Ubiquinone-40
Properties
Computed structural properties
- XLogP
- 15.7
- Topological polar surface area
- 52.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 25
- Heavy atoms
- 53
- Formal charge
- 0
- Complexity
- 1,520
Experimental & physicochemical properties
LipidsLipids -> Prenol Lipids [PR] -> Quinones and hydroquinones [PR02] -> Ubiquinones [PR0201]
Physicochemical properties
- Melting point
- 36.6 · 36.6-37 °C
- Boiling point
- 782.9 · 782.9±60.0 °C(Predicted)
- Density
- 0.97 · 0.97±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- form
- powder
- color
- White to off-white
- InChIKey
- ICFIZJQGJAJRSU-SGHXUWJISA-N
- SMILES
- O=C1C(OC)=C(OC)C(C(C)=C1C/C=C(C)/CCC=C(C)C)=O
- FDA UNII
- 993 F7P8 · CQA993F7P8
- UNSPSC Code
- 12352211 · 12352211
- NACRES
- 25 · NA.25
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesAn isoprenoid quinone that enhances nonspecific resistance to bacterial infections. It stimulates phagocytosis in macrophages by modulation of the kinetics of the Fc receptor. It serves as an electron carrier from the flavoprotein to the cytochrome complex in reconstituted proteoliposomes where cytochrome O complex function as an efficient ubiquinol-8 oxidase.
UsesCoQ8 has been used as a ligand to activate peroxisome proliferator-activated receptor (PPAR).
General DescriptionCoenzyme Q (CoQ) is a natural compound, which is broadly distributed in living organisms. It is a constituent of the electron transfer system. CoQ contains a benzoquinone moiety and an isoprenoid side chain.
Additional notes
DefinitionChEBI: A ubiquinone whose structure comprises a 2,3-dimethoxy-5-methylbenzoquinone nucleus (common to all ubiquinones) and a side chain of eight isoprenoid units.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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