2,3-dimethoxy-5-methyl-6-(3-methylbut-2-en-1-yl)cyclohexa-2,5-diene-1,4-dione

• ChemBase ID: 6292
• Molecular Formular: C14H18O4
• Molecular Mass: 250.29032
• Monoisotopic Mass: 250.12050906
• SMILES: C1(=O)C(=C(OC)C(=O)C(=C1CC=C(C)C)C)OC
• Canonical SMILES: COC1=C(OC)C(=O)C(=C(C1=O)CC=C(C)C)C
• InChI: InChI=1S/C14H18O4/c1-8(2)6-7-10-9(3)11(15)13(17-4)14(18-5)12(10)16/h6H,7H2,1-5H3
• InChIKey: SOECUQMRSRVZQQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dimethoxy-5-methyl-6-(3-methylbut-2-en-1-yl)cyclohexa-2,5-diene-1,4-dione
• IUPAC Traditional name: ubiquinone-1
• Synonyms: 2,3-Dimethoxy-5-methyl-6-(3-methyl-2-butenyl)-1,4-benzoquinone; Ubiquinone-1; Ubiquinone-5; Coenzyme Q1; UBIQUINONE-1

Database IDs

• CAS Number: 727-81-1
• MDL Number: MFCD00274412
• PubChem SID: 24892585; 162103412
• PubChem CID: 4462

CALCULATED PROPERTIES

JChem

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.2187
• LogD (pH = 7.4): 2.2187
• Log P: 2.2187
• Molar Refractivity: 72.3818 cm^3
• Polarizability: 26.601252 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.2
• LOG S: -3.02
• Solubility (Water): 2.39e-01 g/l

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Storage Temperature: -20°C

Product Information

• Purity: ≥95%

DETAILS

DrugBank - DB08689

Drug information: experimental

Sigma Aldrich - C7956

Other Notes
Analog of coenzyme Q10 (not naturally occurring)
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C7956.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Application
Coenzyme Q1 (CoQ1) is a 1 isoprenyl group (not naturally occurring) member of a family of ubiquinones that share a quinine chemical group but differ in the number of isoprenyl chemical subunits in their tail. The CoQ compounds are lipid soluble components of cell membranes where they perform multiple functions such as electron and proton transport. The most well studied CoQ compound is CoQ10. CoQ1 is frequently used in comparison studies on the effect of isoprenyl chain length on CoQ functions or distribution and to identify quinone reductases.