D-a-Tocotrienol - ≥98% , CAS No.58864-81-6

CAS: 58864-81-6 Cat. No.: D304073 Formula: C₂₉H₄₄O₂ Molecular Weight: 424.68

GRADE & PURITY ≥98%

Synonyms

2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrienyl]-, (2R)- (9CI) | LMPR02020054 | (R)-.ALPHA.-TOCOTRIENOL | SCHEMBL242672 | .ALPHA.-TOCOTRIENOL [MI] | SCHEMBL16430461 | SR-01000946263-1 | CHEBI:33270 |

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Product description
α-Tocotrienol is one of the isomers of vitamin E.
Product Application
α-Tocotrienol may be used as a reference standard for the analysis of α-Tocotrienol in cereals, in chicken meatand various food samples by high performance liquid chromatography (HPLC) equipped with fluorescence detection and in hazelnuts by normal phase HPLC combined with diode array detector (DAD)

Specifications

Synonyms

2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrienyl]-, (2R)- (9CI) | LMPR02020054 | (R)-.ALPHA.-TOCOTRIENOL | SCHEMBL242672 | .ALPHA.-TOCOTRIENOL [MI] | SCHEMBL16430461 | SR-01000946263-1 | CHEBI:33270 |

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Form of vitamin E. Lipophilic antioxidant agent. Tocotrienol β, δ and γ analog. Induces apoptosis in cancer cells. Shows antitumor, neuroprotective and antioxidant effects in vivo . Orally active.

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

Pubchem Sid

528764004

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/528764004

Canonical Smiles

CC1=C(C2=C(CCC(O2)(C)CCC=C(C)CCC=C(C)CCC=C(C)C)C(=C1O)C)C

IUPAC Name

(2R)-2,5,7,8-tetramethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,4-dihydrochromen-6-ol

InChIKey

RZFHLOLGZPDCHJ-XZXLULOTSA-N

INCHI

1S/C29H44O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h12,14,16,30H,9-11,13,15,17-19H2,1-8H3/b21-14+,22-16+/t29-/m1/s1

Isomeric SMILES

CC1=C(C2=C(CC[C@@](O2)(C)CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)C(=C1O)C)C

Alternate CAS

1721-51-3

Molecular Weight

424.68

Reaxy-Rn

1297053

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1297053&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Quinone and hydroquinone lipids
        • Level5 Vitamin E compounds
          • Level6 Tocotrienols

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Quinone and hydroquinone lipids
• Intermediate Tree Nodes: Vitamin E compounds
• Direct Parent: Tocotrienols
• Alternative Parents: Diterpenoids 1-benzopyrans Alkyl aryl ethers Benzenoids Oxacyclic compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Tocotrienol - Diterpenoid - 1-benzopyran - Benzopyran - Chromane - Alkyl aryl ether - Benzenoid - Oxacycle - Organoheterocyclic compound - Ether - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound 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. The differ from tocopherols that contain a saturated trimethyltridecyl chain.
• External Descriptors: Vitamin E

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

MCF7 (126967 Activities)

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HepG2 (196354 Activities)

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MDA-MB-231 (73002 Activities)

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Liver microsomes (16955 Activities)

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Associated Targets(non-human)

Gallus gallus (1187 Activities)

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Rattus norvegicus (775804 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light sensitive；Moisture sensitive
• Molecular Weight: 424.700 g/mol
• XLogP3: 9.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 424.334 Da
• Monoisotopic Mass: 424.334 Da
• Topological Polar Surface Area: 29.500 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 654.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1