(2R)-7,8-dimethoxy-2,5-dimethyl-2-[(3E,7E,11E,15E,19E,23E,27E,31E)-4,8,12,16,20,24,28,32,36-nonamethylheptatriaconta-3,7,11,15,19,23,27,31,35-nonaen-1-yl]-2H-chromen-6-ol

• ChemBase ID: 179375
• Molecular Formular: C59H90O4
• Molecular Mass: 863.3435
• Monoisotopic Mass: 862.68391136
• SMILES: [C@@]1(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)(Oc2c(C=C1)c(c(c(c2OC)OC)O)C)C
• Canonical SMILES: COc1c2O[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=Cc2c(c(c1OC)O)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)40-23-42-59(12)43-41-54-53(11)55(60)57(61-13)58(62-14)56(54)63-59/h24,26,28,30,32,34,36,38,40-41,43,60H,15-23,25,27,29,31,33,35,37,39,42H2,1-14H3/b45-26+,46-28+,47-30+,48-32+,49-34+,50-36+,51-38+,52-40+/t59-/m1/s1
• InChIKey: ARZCDYVIZADZJN-QXCSMICNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-7,8-dimethoxy-2,5-dimethyl-2-[(3E,7E,11E,15E,19E,23E,27E,31E)-4,8,12,16,20,24,28,32,36-nonamethylheptatriaconta-3,7,11,15,19,23,27,31,35-nonaen-1-yl]-2H-chromen-6-ol
• IUPAC Traditional name: (2R)-7,8-dimethoxy-2,5-dimethyl-2-[(3E,7E,11E,15E,19E,23E,27E,31E)-4,8,12,16,20,24,28,32,36-nonamethylheptatriaconta-3,7,11,15,19,23,27,31,35-nonaen-1-yl]chromen-6-ol
• Synonyms: (2R)-7,8-dimethoxy-2,5-dimethyl-2-[(3E,7E,11E,15E,19E,23E,27E,31E)-4,8,12,16,20,24,28,32,36-nonamethyl-3,7,11,15,19,23,27,31,35-heptatriacontanonaenyl]-2H-1-benzopyran-6-ol; Ubichromenol 50; [R-(all-E)]-7,8-Dimethoxy-2,5-dimethyl-2-(4,8,12,16,20,24,28,32,36-nonamethyl-3,7,11,15,19,23,27,31,35-heptatriacontanonaenyl)-2H-1-benzopyran-6-ol; Ubichromenol

Database IDs

• CAS Number: 2382-48-1
• PubChem SID: 164235285
• PubChem CID: 6443757

CALCULATED PROPERTIES

• Acid pKa: 10.703193
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 17.783762
• LogD (pH = 7.4): 17.78355
• Log P: 17.783766
• Molar Refractivity: 284.5463 cm^3
• Polarizability: 107.633514 Å^3
• Polar Surface Area: 47.92 Å^2
• Rotatable Bonds: 29
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - U100500

A naturally-occurring cyclic isomeride of Coenzyme Q10 (C636501) used in distribution studies of subjects with dietary A-E hypovitaminosis. Antioxidant.

REFERENCES

• Donchenko, G.V. et al.: Biokhim., 56, 354 (1991)
• Burlakova, E.B. et al.: Biofiz., 33, 584 (1991)
• Chernukhina, L.A. et al.: Mater. Biokhim. Vitam. E. Selena Ikh Primen. Med. Zhivotnovod., 81 (1991)