(2R)-2,5,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol

• ChemBase ID: 157389
• Molecular Formular: C28H42O2
• Molecular Mass: 410.63188
• Monoisotopic Mass: 410.31848058
• SMILES: Cc1cc(c(c2c1O[C@](CC2)(C)CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)C)O
• Canonical SMILES: C/C(=C\CC[C@]1(C)CCc2c(O1)c(C)cc(c2C)O)/CC/C=C(/CCC=C(C)C)\C
• InChI: InChI=1S/C28H42O2/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/h11,13,15,19,29H,8-10,12,14,16-18H2,1-7H3/t28-/m1/s1
• InChIKey: FGYKUFVNYVMTAM-MUUNZHRXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2,5,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol; (2R)-2,5,8-trimethyl-2-(4,8,12-trimethyltrideca-3,7,11-trien-1-yl)-3,4-dihydro-2H-1-benzopyran-6-ol
• IUPAC Traditional name: β tocotrienol; (2R)-2,5,8-trimethyl-2-(4,8,12-trimethyltrideca-3,7,11-trien-1-yl)-3,4-dihydro-1-benzopyran-6-ol
• Synonyms: (2R)-3,4-Dihydro-2,5,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrien-1-yl]-2H-1-benzopyran-6-ol; 2,5,8-Trimethyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-6-chromanol; D-β-Tocotrienol; ε-Tocopherol; ε-Tokoferol; β-Tocotrienol; (2R)-3,4-Dihydro-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol 6-Acetate; 2,8-Dimethyl-2-(4,8,12-trimethyltridecyl)-6-chromanol Acetate; δ-Tocopheryl Acetate; δ-Tocopherol Acetate; (R)-β-Tocotrienol; [R-(E,E)]-3,4-Dihydro-2,5,8-trimethyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol; β-Tocotrienol; (R)-β-生育三烯醇; [R-(E,E)]-3,4-二氢-2,5,8-三甲基-2-(4,8,12-三甲基-3,7,11-十三碳三烯基)-2H-1-苯并吡喃-6-醇; β-生育三烯醇

Database IDs

• CAS Number: 490-23-3; 13027-26-4
• EC Number: 207-708-0
• MDL Number: MFCD09264634
• PubChem SID: 162251526
• PubChem CID: 5282348

CALCULATED PROPERTIES

• Acid pKa: 10.472645
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 8.777553
• LogD (pH = 7.4): 8.777192
• Log P: 8.777557
• Molar Refractivity: 132.8829 cm^3
• Polarizability: 50.513027 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Ether; Ethyl Acetate; Hexanes
• Apperance: Yellow Oil

Safety Information

• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥97.0% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C28H42O2

DETAILS

Toronto Research Chemicals - T526160

δ-Tocopherol precursor.

Toronto Research Chemicals - T526180

β-Tocotrienol is an isomer of Vitamin E. β-Tocotrienol is one of the naturally occurring forms of vitamin E. β-Tocotrienol was isolated from wheat germ oil and from bran.

REFERENCES

• Badamchian, M., et al.: J. Nut. Biochem., 6, 340 (1995)
• Hamre, K., et al.: Aquacul. Nut., 3, 99 (1995)
• Torres, P., et al.: Proc. Biochem., 43, 145 (1995)
• Guardiola, F., et al.: Food Chem. Toxicol., 34, 193 (1996)
• Kong, S., et al.: Food Chem., 120, 278 (1996)
• Aggarwal, B., et al.: Biochem. Pharmacol., 80, 1613 (1996)