alpha-Tocotrienol (BioCAD00000006396)

blood feces plant natural products

Metabolite Card

Formula: C29H44O2 (424.3341)
SMILES: CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1

Synonyms [en]

alpha-tocotrienol; zeta1-Tocopherol; delta-alpha-tocotrienol; (R)-alpha-Tocotrienol; Α-tocotrienol; tocotrienol, alpha

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

alpha-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: BioCAD00000006396). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

alpha-Tocotrienol (CAS: 1721-51-3), also known as 5,7,8-trimethyltocotrienol, 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, alpha-tocotrienol is considered to be a quinone lipid molecule. alpha-Tocotrienol is found in the blood plasma and all lipoprotein subfractions. Compared to tocopherols, alpha-tocotrienols are poorly studied. Its presence in the blood plasma at nanomolar concentrations is thought to help to prevent stroke-related neurodegeneration (PMID: 16771695). alpha-Tocotrienol has been found to have vitamin E activity.

Cytoplasm Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 1721-51-3
  • CAS Registry Number: 58864-81-6
  • PubChem: 5282347
  • PubChem: 6538275
  • ChEBI: ChEBI:297750
  • ChEBI: ChEBI:33270
  • HMDB: HMDB0006327
  • LipidMaps: LMPR02020054
  • KEGG: C14153
  • BioCyc: CPD-15836
  • NCBI MeSH: tocotrienol, alpha
  • Wikipedia: %CE%91-Tocotrienol
  • Wikipedia: Alpha-Tocotrienol
  • RefMet: RM0118363
  • MoNA: CA000177
  • MoNA: CA000178
  • MoNA: PR100477
  • MoNA: PS125601
  • MoNA: PS125602
  • MoNA: PS125603
  • MoNA: PS125604
  • MoNA: PS125605
  • MoNA: PT112560
  • Metlin: METLIN_44831
  • Coconut NaturalProduct: CNP0178257.1
  • Coconut NaturalProduct: CNP0178257.2
  • Coconut NaturalProduct: CNP0178257.3

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R10491 2.1.1.95 S-adenosyl-L-methionine:gamma-tocotrienol 5-O-methyltransferase
Rhea:RHEA:38096 2.1.1.95 γ-tocotrienol + S-adenosyl-L-methionine => α-tocotrienol + S-adenosyl-L-homocysteine + H+
Rhea:RHEA:38097 2.1.1.95 α-tocotrienol + S-adenosyl-L-homocysteine + H+ => γ-tocotrienol + S-adenosyl-L-methionine
Rhea:RHEA:38098 2.1.1.95 γ-tocotrienol + S-adenosyl-L-methionine <=> α-tocotrienol + S-adenosyl-L-homocysteine + H+
BioCyc:RXN-14918 2.1.1.95 S-ADENOSYLMETHIONINE + CPD-15838 --> ADENOSYL-HOMO-CYS + CPD-15836 + PROTON
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Organism Source

Taxonomy Source

  1. Aronia melanocarpa [ncbi taxid: 661339]
  2. Bixa orellana [ncbi taxid: 66672]
  3. Calophyllum inophyllum [ncbi taxid: 158927]
  4. Cocos nucifera [ncbi taxid: 13894]
  5. Coriandrum sativum [ncbi taxid: 4047]
  6. Delphinium ajacis [ncbi taxid: ]
  7. Elaeis guineensis [ncbi taxid: 51953]
  8. Foeniculum vulgare [ncbi taxid: ]
  9. Hevea brasiliensis [ncbi taxid: 3981]
  10. Homo sapiens [ncbi taxid: 9606]
  11. Hordeum vulgare [ncbi taxid: 4513]
  12. Nicotiana tabacum [ncbi taxid: 4097]
  13. Oryza sativa [ncbi taxid: 4530]
  14. Rosmarinus officinalis [ncbi taxid: ]
  15. Sesamum indicum [ncbi taxid: 4182]
  16. Sesamum orientale [ncbi taxid: ]
  17. Sonchus arvensis [ncbi taxid: 50192]
  18. Sonchus asper [ncbi taxid: 50193]
  19. Sonchus oleraceus [ncbi taxid: 50207]
  20. Vitis vinifera [ncbi taxid: 29760]
  21. Zea mays [ncbi taxid: 4577]
  22. Aesculus hippocastanum Hort. [ncbi taxid: ]
  23. Amaranthus hypochondriacus L. [ncbi taxid: ]
  24. Avena sativa L. [ncbi taxid: ]
  25. Bixa orellana L. [ncbi taxid: ]
  26. Calophyllum inophyllum L. [ncbi taxid: ]
  27. Carum carvi L. [ncbi taxid: ]
  28. Cocos nucifera L. [ncbi taxid: ]
  29. Coriandrum sativum L. [ncbi taxid: ]
  30. Delphinium ajacis L. [ncbi taxid: ]
  31. Elaeis guineensis Jacq. [ncbi taxid: ]
  32. Foeniculum vulgare L. [ncbi taxid: ]
  33. Gevuina avellana Mol. [ncbi taxid: ]
  34. Hevea brasiliensis Mull.Arg. [ncbi taxid: ]
  35. Hordeum vulgare L. [ncbi taxid: ]
  36. Nicotiana tabacum L. [ncbi taxid: ]
  37. Oryza sativa L. [ncbi taxid: ]
  38. Rosmarinus officinalis L. [ncbi taxid: ]
  39. Secale cereale L. [ncbi taxid: ]
  40. Vaccinium macrocarpon Aiton [ncbi taxid: ]
  41. Vitis vinifera L. [ncbi taxid: ]
  42. Zea mays L. [ncbi taxid: ]

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)
View All Pathways