(2R)-7-(2H3)methyl-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro(5-2H)-2H-1-benzopyran-6-ol

• ChemBase ID: 178689
• Molecular Formular: C28H48O2
• Molecular Mass: 416.67952
• Monoisotopic Mass: 416.36543078
• SMILES: c1(c(c(cc2c1O[C@@](CC2)(CCC[C@@H](CCC[C@@H](CCCC(C)C)C)C)C)O)C)C
• Canonical SMILES: C[C@H](CCC[C@@H](CCCC(C)C)C)CCC[C@]1(C)CCc2c(O1)c(C)c(c(c2)O)C
• InChI: InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1
• InChIKey: QUEDXNHFTDJVIY-DQCZWYHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-7-(^2H₃)methyl-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro(5-^2H)-2H-1-benzopyran-6-ol
• IUPAC Traditional name: (2R)-7-(^2H₃)methyl-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro(5-^2H)-1-benzopyran-6-ol
• Synonyms: (2R)-3,4-Dihydro-2,8-dimethyl-7-(methyl-d4)-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol; (+)- 2,8-Dimethyl-(7-methyl-d4)-2-(4,8,12-trimethyltridecyl)-6-chromanol; (+)-γ-Tocopherol-d4; (2R,4'R,8'R)-γ-Tocopherol-d4; (R,R,R)-γ-Tocopherol-d4; D-γ-Tocopherol-d4; all-(R)-γ-Tocopherol-d4; γ-Tocopherol-d4 (major)

Database IDs

• PubChem SID: 164234599
• PubChem CID: 71752599

CALCULATED PROPERTIES

• Acid pKa: 10.470461
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 9.994291
• LogD (pH = 7.4): 9.993929
• Log P: 9.994296
• Molar Refractivity: 130.3329 cm^3
• Polarizability: 51.302322 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Brown Oil

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - T526142

Labelled γ-Tocopherol. One of the naturally occurring forms of Vitamin E. Most abundant Tocopherol in soybean and corn oils.

REFERENCES

• Emerson, et al.: Science, 83, 421 (1936)
• Bieri, J.G., et al.: J. Nutr., 104, 850 (1936)
• Jiang, Q., et al.: Am. J. Clin. Nutr., 74, 714 (1936)