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β-Tocopherol

Product Name
β-Tocopherol
CAS No.
148-03-8
Chemical Name
β-Tocopherol
Synonyms
beta-tocopherol;5,8-DIMETHYLTOCOL;(2R)-2,5,8-trimethyl-2-(4,8,12-trimethyltridecyl)chroman-6-ol;β-Tocopherol;Neotocopherol;Cumotocopherol;Bata-Tocopherol;rac-β-Tocopherol;p-Xylotocopherol;(±)-β-Tocopherol
CBNumber
CB5822456
Molecular Formula
C28H48O2
Formula Weight
416.68
MOL File
148-03-8.mol
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β-Tocopherol Property

Melting point:
<25℃
Boiling point:
474.94°C (rough estimate)
Density 
0.9882 (rough estimate)
refractive index 
1.4480 (estimate)
Flash point:
-23 °C
storage temp. 
2-8°C
solubility 
Chloroform (Sparingly), Ethanol (Slightly), Ethyl Acetate (Slightly), Methanol (
pka
11.05±0.40(Predicted)
form 
Oil
color 
Colourless to Yellow
InChI
InChI=1/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-24(6)26(29)19-23(5)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/s3
InChIKey
WGVKWNUPNGFDFJ-UHFFFAOYSA-N
SMILES
[C@@]1(C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)OC2=C(C)C=C(O)C(C)=C2CC1 |&1:0,5,10,r|
LogP
10.724 (est)
EPA Substance Registry System
2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)-rel- (148-03-8)
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Safety

Hazard Codes 
F,Xn,N
Risk Statements 
11-38-48/20-51/53-62-67-65
Safety Statements 
36/37-61-62-16
RIDADR 
UN1208 3/PG 2
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H304May be fatal if swallowed and enters airways

H315Causes skin irritation

H336May cause drowsiness or dizziness

H373May cause damage to organs through prolonged or repeated exposure

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
46401-U
Product name
rac-β-Tocopherol solution
Purity
50?mg/mL in hexane, analytical standard
Packaging
1mL
Price
$298
Updated
2024/03/01
Sigma-Aldrich
Product number
46401-U
Product name
rac-β-Tocopherol solution
Packaging
u
Price
$223
Updated
2021/12/16
Cayman Chemical
Product number
26758
Product name
(±)-β-Tocopherol
Packaging
50mg
Price
$257
Updated
2024/03/01
TRC
Product number
T526170
Product name
β-Tocopherol(RacemicMixture)
Packaging
10mg
Price
$1100
Updated
2021/12/16
TRC
Product number
T526170
Product name
β-Tocopherol(RacemicMixture)
Packaging
1mg
Price
$145
Updated
2021/12/16
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β-Tocopherol Chemical Properties,Usage,Production

Description

(±)-β-Tocopherol is a lipid-soluble form of vitamin E with antioxidant activity. It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; ) radicals with an EC50 value of 68.2 μM. (±)-β-Tocopherol (100 μM) inhibits LPS-induced COX-2 gene expression in mouse RAW 264.7 macrophage cells. Unlike (±)-α-tocopherol , (±)-β-tocopherol does not inhibit smooth muscle cell proliferation, decrease PKC activity, increase phosphoprotein phosphatase 2A (PP2A) activity, or modify expression of the α-tropomyosin gene. [Matreya, LLC. Catalog No. 1071]

Uses

One of the naturally occurring forms of Vitamin E. Is biologically less active than α-Tocopherol. This is the racemic mixture of all stereoisomers.

Definition

ChEBI: Beta-tocopherol is a tocopherol in which the chroman-6-ol core is substituted by methyl groups at positions 5 and 8. While it is found in low concentrations in many vegetable oils, only cottonseed oil contains significant amounts. It has a role as a plant metabolite and a food component. It is a vitamin E and a tocopherol.

References

[1] REGINA BRIGELIUS-FLOHé  Maret G T. Vitamin E: function and metabolism[J]. FASEB Journal, 1999, 13 10: 1145-1155. DOI: 10.1096/fasebj.13.10.1145
[2] CHIY-RONG CHEN. Tocopherols and Triterpenoids from Sida acuta[C]//54 1. 2013: 41-45. DOI: 10.1002/jccs.200700008
[3] YUKIO MURAKAMI. Inhibitory effects of tocopherols on expression of the cyclooxygenase-2 gene in RAW264.7 cells stimulated by lipopolysaccharide, tumor necrosis factor-α or Porphyromonas gingivalis fimbriae.[J]. In vivo, 2013, 27 4: 451-458.

β-Tocopherol Preparation Products And Raw materials

Raw materials

Preparation Products

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β-Tocopherol Suppliers

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148-03-8, β-TocopherolRelated Search:

β-Tocopherol Tocoretinate Vitamin E TOCOPHERYL LINOLEATE D-alpha-Tocopheryl acetate DL-ALPHA-TOCOPHEROL ACETATE D-α-Tocopherol succinate Vitamin E nicotinate DL-ALPHA-TOCOPHEROL HYDROGEN SUCCINATE DL-α-Tocopherol (R,R,R)-γ-Tocopherol, 7,8-Dimethyltocol Vitamin E (+/-)-ALPHA-TOCOPHEROL PHOSPHATE DISODIUM SALT EPC-K(1) RAC-5,7-DIMETHYLTOCOL,5,7-Dimethyltocol 7,8-DIMETHYLTOCOL Tocofibrate Tocofenoxate

  • 5,8-DIMETHYLTOCOL
  • RAC-BETA-TOCOPHEROL
  • beta-tocopherol
  • 3,4-dihydro-2,5,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol
  • Tocopherol,rac-b-
  • (2R)-2,5,8-trimethyl-2-(4,8,12-trimethyltridecyl)chroman-6-ol
  • rac-beta-Tocopherol (5,8-DiMethyltocol)
  • β-Tocopherol (Racemic Mixture)
  • rac-β-Tocopherol
  • rac-β-Tocopherol solution
  • 3,4-Dihydro-2,5,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol
  • Cumotocopherol
  • Neotocopherol
  • p-Xylotocopherol
  • (2R)-2,5,8-trimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-ol
  • TOCOPHEROL, D-BETA-(P)
  • DL-β-Tocopherol（Racemic Mixture）
  • beta-Tocopherol (Racemic Mixture)
  • β-Tocopherol (1 mg/mL in hexane) (Racemic Mixture)
  • Bata-Tocopherol
  • β-Tocopherol
  • DL-β-Tocopherol（Racemic Mixture），DL-β-Vitamin E
  • vitamin E,inhibit,Beta Tocopherol,Tyrosinase,Inhibitor,β-Tocopherol,BetaTocopherol,antioxidant
  • (rel)-β-Tocopherol
  • rel-(R)-2,5,8-Trimethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-ol
  • rac-beta-Tocopherol, Vitamin E isoform
  • Beta-Tocopherol, 10 mM in DMSO
  • Racemic-B-Tocopherol Solution
  • (±)-β-Tocopherol (Vitamin E) solution
  • <i>rac</i>-β-Tocopherol solution
  • (±)-β-Tocopherol
  • (±)-β-Tocopherol (Vitamin E) solution
  • rac-β-Tocopherol solution, CAS 148-03-8
  • 148-03-8
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