CAS 4370-62-1|2,3-Dimethoxy-5-methyl-6-(geranylgeranyl)-1,4-benzoquinone|Ubiquinone-20|Q-4|5,6-dimethoxy-2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]cyclohex-2-ene-1...

General Information

Structure

Molecular Formula

C₂₉H₄₄O₄

Molecular Mass

456.65726

Exact Mass

456.32395989

Charge

InChI

InChI=1S/C29H44O4/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-17-23(5)18-19-25-24(6)26(30)28(32-7)29(33-8)27(25)31/h12,14,16,18,28-29H,9-11,13,15,17,19H2,1-8H3/b21-14+,22-16+,23-18+

InChIKey

MDLQEORKYVBTDV-INVBOZNNSA-N

Canonic Smiles

COC1C(OC)C(=O)C(=C(C1=O)C/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)C

Isomeric Smiles

CC1=C(C(=O)C(C(C1=O)OC)OC)C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C

Calculated Properties

JChem

Acid pKa

17.099367

H Acceptors

H Donor

LogD (pH = 5.5)

7.5078707

LogD (pH = 7.4)

7.5078707

Log P

7.5078707

Molar Refractivity

141.4612

Polarizability

53.753494

Polar Surface Area

52.6

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

Synonyms

2,3-Dimethoxy-5-methyl-6-(geranylgeranyl)-1,4-benzoquinoneUbiquinone-20Q-4Ubiquinone-4Coenzyme Q4

IUPAC Traditional name

5,6-dimethoxy-2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]cyclohex-2-ene-1,4-dione

IUPAC name

5,6-dimethoxy-2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]cyclohex-2-ene-1,4-dione

Names and Identifiers

Registration numbers

PubChem SID

CAS Number

Beilstein Number

MDL Number

PubChem CID

Registration numbers

Properties

Safety Information

Storage Temperature

-20°C

Personal Protective Equipment

Eyeshields, Gloves

German water hazard class

Product Information

Purity

≥90%

Properties

Related Proteins

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

C2470

Application
Coenzyme Q4 (CoQ4) is a 4 isoprenyl group 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. CoQ4 is frequently used in comparison studies on the effect of isoprenyl chain length on CoQ functions or distribution.
Biochem/physiol Actions
Increases the fluorescence polarization of perylene incorporated into ubiquinone-depleted mitochondrial and bilayer vesicles prepared from mitochondrial phospholipids
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C2470.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Molecule Details

References

PubChem Literature

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References

Bioactivity

PubChem BioAssay

Bioactivity

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