2,3-dimethoxy-5-methyl-6-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]cyclohexa-2,5-diene-1,4-dione

• ChemBase ID: 131317
• Molecular Formular: C54H82O4
• Molecular Mass: 795.22648
• Monoisotopic Mass: 794.6213111
• SMILES: CC1=C(C(=O)C(=C(C1=O)OC)OC)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)/CC/C=C(\C)/CCC=C(C)C
• 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(/CCC=C(C)C)\C)\C)\C)\C)\C)\C)\C)\C)C
• InChI: InChI=1S/C54H82O4/c1-40(2)22-14-23-41(3)24-15-25-42(4)26-16-27-43(5)28-17-29-44(6)30-18-31-45(7)32-19-33-46(8)34-20-35-47(9)36-21-37-48(10)38-39-50-49(11)51(55)53(57-12)54(58-13)52(50)56/h22,24,26,28,30,32,34,36,38H,14-21,23,25,27,29,31,33,35,37,39H2,1-13H3/b41-24+,42-26+,43-28+,44-30+,45-32+,46-34+,47-36+,48-38+
• InChIKey: UUGXJSBPSRROMU-WJNLUYJISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dimethoxy-5-methyl-6-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]cyclohexa-2,5-diene-1,4-dione; 2,3-dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl)cyclohexa-2,5-diene-1,4-dione
• IUPAC Traditional name: ubiquinone 9; 2,3-dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl)cyclohexa-2,5-diene-1,4-dione
• Synonyms: Q-9; Ubiquinone-45; Ubiquinone-9; Coenzyme Q9 from Candida utilis; Coenzyme Q9

Database IDs

• CAS Number: 303-97-9
• MDL Number: MFCD00056635
• Beilstein Number: 1900081
• PubChem SID: 162225595; 24856685
• PubChem CID: 5280473

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 15.496414
• LogD (pH = 7.4): 15.496414
• Log P: 15.496414
• Molar Refractivity: 262.8026 cm^3
• Polarizability: 98.49532 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 28
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: DK4786000
• German water hazard class: 2
• Safety Statements: 22-24/25
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥96.0% (HPLC)
• Empirical Formula (Hill Notation): C54H82O4

DETAILS

Sigma Aldrich - 27597

Other Notes
An efficient electron and proton translocator in liposome systems;1 Prevents the appearance of adriamycin®-associated cardiotoxic phenomena in mice and rabbits.2
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 27597.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Application
Coenzyme Q9 (Ubiquinone-9; Ubi-9) is a 9 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. CoQ9 performs similar functions to CoQ10 as the native CoQ in Caenorhabditis elegans. CoQ9 as well as other CoQ molecules may have an impact on cell life-span and these molecules are seeing increase usage in such studies.
Legal Information
Adriamycin is a registered trademark of RDF Pharmacia & Upjohn S.P.A.

Sigma Aldrich - C9888

Biochem/physiol Actions
Antioxidant; component of mitochondrial membrane.
包装
Sealed ampule.