delta-Tocotrienol (BioCAD00000009668)

plant natural products microbial natural products

Metabolite Card

Formula: C27H40O2 (396.3028)
SMILES: CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(C)CCC2=CC(O)=CC(C)=C2O1

Synonyms [en]

delta-tocotrienol; 8-Methyltocotrienol; (R)-delta-Tocotrienol; D-DELTA-TOCOTRIENOL; Delta-tocotrienols; UNII-1SRB74OWSI

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

delta-Tocotrienol. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000009668). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

delta-Tocotrienol, also known as 8-methyltocotrienol, belongs to the class of organic compounds known as tocotrienols. These are vitamin E derivatives containing an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain attached to the carbon C6 atom of a benzopyran ring system. They differ from tocopherols that contain a saturated trimethyltridecyl chain. Thus, delta-tocotrienol is considered to be a quinone lipid molecule. delta-Tocotrienol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. delta-Tocotrienol is found in American cranberry and palm oil. It is a nutriceutical with anticancer properties and a positive influence on the blood lipid profile.

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 25612-59-3
  • PubChem: 5282350
  • ChEBI: ChEBI:166698
  • ChEBI: ChEBI:33276
  • HMDB: HMDB0030008
  • LipidMaps: LMPR02020056
  • KEGG: C14156
  • BioCyc: CPD-15839
  • NCBI MeSH: tocotrienol, delta
  • Wikipedia: Tocotrienol
  • RefMet: RM0188189
  • MoNA: PR100479
  • MoNA: PS125801
  • MoNA: PS125802
  • MoNA: PS125803
  • MoNA: PT112580
  • Metlin: METLIN_44833
  • Coconut NaturalProduct: CNP0125245.1
  • Coconut NaturalProduct: CNP0125245.2

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R10492 2.1.1.95 S-adenosyl-L-methionine:delta-tocotrienol 5-O-methyltransferase
KEGG:R10623 5.5.1.24 delta-tocotrienol lyase (decyclizing)
Rhea:RHEA:38016 5.5.1.24 δ-tocotrienol => 6-geranylgeranyl-2-methylbenzene-1,4-diol
Rhea:RHEA:38017 5.5.1.24 6-geranylgeranyl-2-methylbenzene-1,4-diol => δ-tocotrienol
Rhea:RHEA:38018 5.5.1.24 δ-tocotrienol <=> 6-geranylgeranyl-2-methylbenzene-1,4-diol
Rhea:RHEA:38092 2.1.1.95 δ-tocotrienol + S-adenosyl-L-methionine => β-tocotrienol + S-adenosyl-L-homocysteine + H+
Rhea:RHEA:38093 2.1.1.95 β-tocotrienol + S-adenosyl-L-homocysteine + H+ => δ-tocotrienol + S-adenosyl-L-methionine
Rhea:RHEA:38094 2.1.1.95 δ-tocotrienol + S-adenosyl-L-methionine <=> β-tocotrienol + S-adenosyl-L-homocysteine + H+
BioCyc:RXN-14921 5.5.1.24 CPD-11712 --> CPD-15839
BioCyc:RXN-14919 2.1.1.95 S-ADENOSYLMETHIONINE + CPD-15839 --> ADENOSYL-HOMO-CYS + CPD-15837 + PROTON
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Organism Source

Taxonomy Source

  1. Aesculus hippocastanum Hort. [ncbi taxid: ]
  2. Amaranthus hypochondriacus L. [ncbi taxid: ]
  3. Avena sativa L. [ncbi taxid: ]
  4. Bixa orellana [ncbi taxid: 66672]
  5. Bixa orellana L. [ncbi taxid: ]
  6. Calophyllum inophyllum [ncbi taxid: 158927]
  7. Calophyllum inophyllum L. [ncbi taxid: ]
  8. Canarium schweinfurthii [ncbi taxid: 533031]
  9. Carum carvi L. [ncbi taxid: ]
  10. Cinnamosma fragrans [ncbi taxid: 1602317]
  11. Cinnamosma macrocarpa [ncbi taxid: 1602319]
  12. Cinnamosma madagascariensis [ncbi taxid: 132965]
  13. Cocos nucifera [ncbi taxid: 13894]
  14. Cocos nucifera L. [ncbi taxid: ]
  15. Coriandrum sativum [ncbi taxid: 4047]
  16. Coriandrum sativum L. [ncbi taxid: ]
  17. Cratoxylum sumatranum [ncbi taxid: 2516474]
  18. Cystophora monilifera [ncbi taxid: 698722]
  19. Elaeis guineensis [ncbi taxid: 51953]
  20. Elaeis guineensis Jacq. [ncbi taxid: ]
  21. Foeniculum vulgare [ncbi taxid: ]
  22. Foeniculum vulgare L. [ncbi taxid: ]
  23. Garcinia dauphinensis [ncbi taxid: ]
  24. Garcinia multiflora [ncbi taxid: 1009474]
  25. garcinina multiflora [ncbi taxid: ]
  26. Hevea brasiliensis [ncbi taxid: 3981]
  27. Hevea brasiliensis Mull.Arg. [ncbi taxid: ]
  28. Hordeum vulgare [ncbi taxid: 4513]
  29. Hordeum vulgare L. [ncbi taxid: ]
  30. Juglans regia [ncbi taxid: 51240]
  31. Juglans regia L. [ncbi taxid: ]
  32. Litchi chinensis [ncbi taxid: 151069]
  33. Litchi chinensis Sonn. [ncbi taxid: ]
  34. Nicotiana tabacum [ncbi taxid: 4097]
  35. Nicotiana tabacum L. [ncbi taxid: ]
  36. Oryza sativa [ncbi taxid: 4530]
  37. Oryza sativa L. [ncbi taxid: ]
  38. Pleodendron costaricense [ncbi taxid: 549616]
  39. Rosmarinus officinalis [ncbi taxid: ]
  40. Rosmarinus officinalis L. [ncbi taxid: ]
  41. Sargassum siliquastrum [ncbi taxid: 127572]
  42. Sesamum indicum [ncbi taxid: 4182]
  43. Sesamum orientale [ncbi taxid: ]
  44. Sinularia dura [ncbi taxid: ]
  45. Vaccinium macrocarpon Aiton [ncbi taxid: ]
  46. Zea mays [ncbi taxid: 4577]
  47. Zea mays L. [ncbi taxid: ]
  48. Amphicome emodi [ncbi taxid: ]
  49. Ardisia polycephala [ncbi taxid: 1073918]
  50. Artemisia leucodes [ncbi taxid: 205370]
  51. Cratoxylum sumatranum [ncbi taxid: 2516474]
  52. Eugenia wallichii [ncbi taxid: ]
  53. Galanthus gracilis [ncbi taxid: 197690]
  54. Gaultheria itoana [ncbi taxid: 174247]
  55. Hippoglossus hippoglossus [ncbi taxid: 8267]
  56. Hymeniacidon perlevis [ncbi taxid: 177573]
  57. Jahnoporus hirtus [ncbi taxid: 404354]
  58. Kielmeyera lathrophyton [ncbi taxid: 198772]
  59. Parmotrema delicatulum [ncbi taxid: ]
  60. Polygala virgata [ncbi taxid: 375137]
  61. Populus italica [ncbi taxid: ]
  62. Pseudosuberites hyalinus [ncbi taxid: 1658085]
  63. Ribes rubrum [ncbi taxid: 175228]
  64. Scorzonera judaica [ncbi taxid: ]
  65. Verbena brasiliensis [ncbi taxid: 326937]

Pathway Synthetic

pathway id name
BioCyc:ARA_PWY-7436 vitamin E biosynthesis (tocotrienols)
BioCyc:META_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:SPENNELLII_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:VALLEYOAK_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:MDOMESTICA_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:MOSOBAMBOO_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:MOSS_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:DROTUNDATA_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:GRAPE_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:KFEDTSCHENKOI_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:CSATIVA_PK_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:CASHEW_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:OTHOMAEUM_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:WILDSUGARCANE_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:POTATO_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:PLANT_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:POPLAR_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:ACOERULEA_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:ARA_PWY-7436 vitamin E biosynthesis (tocotrienols)
PlantCyc:BANANA_PWY-7436 vitamin E biosynthesis (tocotrienols)
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