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

• ChemBase ID: 126132
• Molecular Formular: C28H48O2
• Molecular Mass: 416.67952
• Monoisotopic Mass: 416.36543078
• SMILES: C[C@H](CCC[C@H](C)CCCC(C)C)CCC[C@@]1(C)Oc2c(C)cc(O)c(C)c2CC1
• Canonical SMILES: C[C@H](CCC[C@@H](CCCC(C)C)C)CCC[C@]1(C)CCc2c(O1)c(C)cc(c2C)O
• InChI: InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-24(6)26(29)19-23(5)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1
• InChIKey: WGVKWNUPNGFDFJ-DQCZWYHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol
• IUPAC Traditional name: β-tocopherol
• Synonyms: (2R)-3,4-Dihydro-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol; (+)- 2,5,8-Trimethyl-2-(4,8,12-trimethyltridecyl)-6-chromanol; (R,R,R)-β-Tocopherol; D-β-Tocopherol; β-D-Tocopherol; β-Tocopherol; Beta-Tocopherol

Database IDs

• CAS Number: 16698-35-4; 490-23-3
• PubChem SID: 162220473
• PubChem CID: 86052; 6857447
• Unique Ingredient Identifier: 9U6A490501
• Wikipedia Title: Beta-Tocopherol

CALCULATED PROPERTIES

• Acid pKa: 10.472683
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 9.994291
• LogD (pH = 7.4): 9.993931
• Log P: 9.994296
• Molar Refractivity: 130.3329 cm^3
• Polarizability: 51.2163 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Brownish Yellow Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T526130

One of the naturally occurring forms of Vitamin E. Is biologically less active than α-Tocopherol.

REFERENCES

• Bianchi, G., et al.: Eur. J. Lipid Sci. Technology, 105, 229 (2003)
• Sakouhi, F., et al.: Food Chem., 108, 833 (2003)