2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione

• ChemBase ID: 73018
• Molecular Formular: C59H90O4
• Molecular Mass: 863.3435
• Monoisotopic Mass: 862.68391136
• SMILES: C1(=C(C(=O)C(=C(C1=O)C/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C)\C)\C)\C)\C)\C)C)OC)OC
• Canonical SMILES: COC1=C(OC)C(=O)C(=C(C1=O)C/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C)\C)\C)\C)\C)\C)C
• InChI: InChI=1S/C59H90O4/c1-44(2)24-15-25-45(3)26-16-27-46(4)28-17-29-47(5)30-18-31-48(6)32-19-33-49(7)34-20-35-50(8)36-21-37-51(9)38-22-39-52(10)40-23-41-53(11)42-43-55-54(12)56(60)58(62-13)59(63-14)57(55)61/h24,26,28,30,32,34,36,38,40,42H,15-23,25,27,29,31,33,35,37,39,41,43H2,1-14H3/b45-26+,46-28+,47-30+,48-32+,49-34+,50-36+,51-38+,52-40+,53-42+
• InChIKey: ACTIUHUUMQJHFO-UPTCCGCDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione; 2-(3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl)-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione
• IUPAC Traditional name: coenzyme-Q10; 2-(3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl)-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione
• Synonyms: Ubiquinone; Ubidecarenone; coenzyme Q; CoQ10; Coenzyme Q10(CoQ10); Q-10; Ubiquinone-10; Coenzyme Q10; Ubiquinone 50; COENZYME Q10 BOVINE; COENZYME Q10

Database IDs

• CAS Number: 303-98-0
• EC Number: 206-147-9
• MDL Number: MFCD00042919
• Beilstein Number: 1900141
• PubChem SID: 24893170; 162037938
• PubChem CID: 5281915
• CHEBI ID: 46245
• ATC CODE: C01EB09
• CHEMBL: 454801
• Chemspider ID: 4445197
• Unique Ingredient Identifier: EJ27X76M46
• Wikipedia Title: Coenzyme_Q10

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 17.156128
• LogD (pH = 7.4): 17.156128
• Log P: 17.156128
• Molar Refractivity: 286.6052 cm^3
• Polarizability: 107.49632 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 31
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 49-51 °C

Safety Information

• Storage Condition: 0°C; -20°C
• RTECS: DK3900000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC); ≥99.0% (HPLC)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C59H90O4

DETAILS

MP Biomedicals - 02195108

From Bovine Heart
Involved in electron transport in mitochondrial preparations. Possible cardiovascular agents.

Selleck Chemicals - S2398

Research Area: Metabolic Disease
Biological Activity:
Coenzyme Q10 (ubiquinone, ubidecarenone, coenzyme Q) is a component of the electron transport chain and participates in aerobic cellular respiration, generating energy in the form of ATP. Coenzyme Q10 (ubiquinone, ubidecarenone, coenzyme Q) is found naturally in the energy-producing center of the cell known as the mitochondria. Coenzyme Q10 (ubiquinone, ubidecarenone, coenzyme Q) is found in the membranes of many organelles. Some other organelles that contain CoQ10 include endoplasmic reticulum, peroxisomes, lysosomes, and vesicles. Coenzyme Q10 (ubiquinone, ubidecarenone, coenzyme Q) also works as an antioxidant. [1][2]

Sigma Aldrich - C9538

Biochem/physiol Actions
Endogenous cellular antioxidant; essential component of the electron transfer chain.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C9538.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 27595

Other Notes
Coenzyme Q.1

REFERENCES

• http://en.wikipedia.org/wiki/Coenzyme_Q10