gamma-Tocotrienol

γ-Tocotrienol

Names
IUPAC name (R)-γ-Tocotrienol, [R-(E,E)]-3,4-Dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol
Identifiers
CAS Number	14101-61-2
ChEBI	CHEBI:33277
ChEMBL	ChEMBL120697
ChemSpider	4445514
Jmol interactive 3D	Image
MeSH	gamma-tocotrienol
PubChem	5282349
InChI InChI=1S/C28H42O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h11,13,15,19,29H,8-10,12,14,16-18H2,1-7H3/b21-13+,22-15+/t28-/m1/s1 Key: OTXNTMVVOOBZCV-WAZJVIJMSA-N
SMILES CC1=C(C=C2CC[C@@](OC2=C1C)(C)CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)O
Properties
Chemical formula	C28H42O2
Molar mass	410.63188 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

γ-Tocotrienol (or gamma-Tocotrienol) is one of the four types of tocotrienol, a type of vitamin E. ^[1][2]

Vitamin E exists in nature in eight forms, each of which consists of a head section joined to either a saturated (phytyl) or an unsaturated (farnesyl) tail. The four compounds with the saturated tails are the tocopherols, and the four compounds with the unsaturated tails are the tocotrienols. There are four unique dihydrocoumarin head sections, distinguished by one of four substitution patterns and designated as α, β, γ, or δ. The alpha- forms are distinguished by their three substituted methyl groups and the delta- forms by their one substituted methyl group. The beta- and gamma- forms both have two substituted methyl groups, although at different structural positions (5,8-dimethyl and 7,8-dimethyl, respectively), making both beta / gamma tocotrienol as well as the beta / gamma tocopherol pairs of stereoisomer.^[1]

See also

• Vitamin E
• Tocopherol
• Tocotrienol
• Antioxidants
• alpha-Tocotrienol
• beta-Tocotrienol
• delta-Tocotrienol

References

1. Barrie T, Watson RR, Preedy VR, eds. (2013). Tocotrienols: Vitamin E Beyond Tocopherols (2nd ed.). Boca Raton: CRC Press. ISBN 9781439884416.
2. Komiyama K, Iizuka K, Yamaoka M, Watanabe H, Tsuchiya N, Umezawa I (May 1989). "Studies on the biological activity of tocotrienols". Chemical & Pharmaceutical Bulletin (Tokyo) 5 (37): 1369–71. PMID 2630104.