2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro(3,4,5,7-2H4)-2H-1-benzopyran-6-ol

• ChemBase ID: 178690
• Molecular Formular: C27H46O2
• Molecular Mass: 402.65294
• Monoisotopic Mass: 402.34978071
• SMILES: c1(cc(cc2c1OC(CC2)(CCC[C@@H](CCC[C@@H](CCCC(C)C)C)C)C)O)C
• Canonical SMILES: C[C@@H](CCCC1(C)CCc2c(O1)c(C)cc(c2)O)CCC[C@@H](CCCC(C)C)C
• InChI: InChI=1S/C27H46O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-16-27(6)17-15-24-19-25(28)18-23(5)26(24)29-27/h18-22,28H,7-17H2,1-6H3/t21-,22-,27?/m1/s1
• InChIKey: GZIFEOYASATJEH-XBRHSWDSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro(3,4,5,7-^2H₄)-2H-1-benzopyran-6-ol
• IUPAC Traditional name: 2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro(3,4,5,7-^2H₄)-1-benzopyran-6-ol
• Synonyms: (2R)-3,4-Dihydro-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol-d4; 2,8-Dimethyl-2-(4,8,12-trimethyltridecyl)-6-chromanol-d4; (+)-δ-Tocopherol-d4; (2R,4'R,8'R)-δ-Tocopherol-d3; (R,R,R)-δ-Tocopherol-d4; 8-Methyltocol-d4; D-δ-Tocopherol-d4; E 309-d4; E-Mix D-d4; δ-D-Tocopherol-d4; δ-Vitamin E-d4; (2RS,4R,8R)-δ-Tocopherol-d4(Mixture of Diastereomers)

Database IDs

• PubChem SID: 164234600
• PubChem CID: 71752600

CALCULATED PROPERTIES

• Acid pKa: 10.141713
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 9.480865
• LogD (pH = 7.4): 9.480092
• Log P: 9.480874
• Molar Refractivity: 125.2917 cm^3
• Polarizability: 49.54101 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale-Yellow Oil

Safety Information

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

DETAILS

Toronto Research Chemicals - T526152

Labelled δ-Tocopherol. One of the naturally occurring forms of Vitamin E. Isolated from soybean oil.

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)