Γ-Tocotrienol

γ-Tocotrienol
Names
Preferred IUPAC name
(2R)-2,7,8-Trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol
Identifiers
CAS Number
  • 14101-61-2 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:33277 checkY
ChEMBL
  • ChEMBL120697 checkY
ChemSpider
  • 4445514 checkY
ECHA InfoCard 100.131.059 Edit this at Wikidata
MeSH gamma-tocotrienol
PubChem CID
  • 5282349
UNII
  • 185QAE24TR checkY
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
  • 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
Chemical compound

γ-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

References

  1. ^ a b 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. 37 (5): 1369–71. doi:10.1248/cpb.37.1369. PMID 2630104.
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Fat
soluble
A
D
E
K
  • Naphthoquinone
  • Phylloquinone (K1)#
  • Menaquinones (K2)
  • Menadione (K3)‡
  • Various (K4)
  • 4-Amino-2-methyl-1-naphthol (K5)‡
  • 2-Methylnaphthalene-1,4-diamine (K6)
  • 4-Amino-3-methyl-1-naphthol (K7)
Water
soluble
B
C
Combinations


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