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Trolox

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Trolox Basic information

Product Name:
Trolox
Synonyms:
  • 3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2h-1-benzopyran-2-carboxylicaci
  • troloxc
  • 6-HYDROXY-2,5,7,8-TETRAMETHYLCHROMAN-2-CARBOXYLIC ACID
  • (+/-)-6-HYDROXY-2,5,7,8-TETRAMETHYLCHROMANE-2-CARBOXYLIC ACID
  • TROLOX
  • TROLOX(R)
  • TROLOXTM C
  • TIMTEC-BB SBB005933
CAS:
53188-07-1
MF:
C14H18O4
MW:
250.29
EINECS:
258-422-8
Mol File:
53188-07-1.mol
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Trolox Chemical Properties

Melting point:
187-189 °C (lit.)
Boiling point:
313.42°C (rough estimate)
Density 
1.0616 (rough estimate)
refractive index 
1.4970 (estimate)
storage temp. 
2-8°C
solubility 
Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml). Also soluble in Water at alkalinepH.
pka
3.35±0.20(Predicted)
form 
Crystalline Powder
color 
White to faintly beige
BRN 
1384051
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.
InChI
InChI=1S/C14H18O4/c1-7-8(2)12-10(9(3)11(7)15)5-6-14(4,18-12)13(16)17/h15H,5-6H2,1-4H3,(H,16,17)
InChIKey
GLEVLJDDWXEYCO-UHFFFAOYSA-N
SMILES
C1(C)(C(O)=O)OC2=C(C)C(C)=C(O)C(C)=C2CC1
CAS DataBase Reference
53188-07-1(CAS DataBase Reference)
EPA Substance Registry System
3,4-Dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-carboxylic acid (53188-07-1)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
2
RTECS 
DJ2273000
HS Code 
29339900

MSDS

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Trolox Usage And Synthesis

Description

Trolox (53188-07-1) is a water soluble derivative of vitamin E. Displays antioxidant and radical scavenging activities.1 Prevents lipid peroxidation induced by CYP2E1 in Hep G2 cells.2 Trolox inhibits peroxynitrite-mediated oxidative stress and apoptosis in rat thymocytes.3

Chemical Properties

white to fainly beige crystalline powder

Uses

An antioxidant derived from water-soluble vitamin E

Uses

Trolox is a Vitamin E analog that also maintains the antioxidant capabilities which Vitamin E shows. Neuroprotective product.

Definition

ChEBI: A chromanol that is 6-hydroxychromane which is substituted by a carboxy group at position 2 and by methyl groups at positions 2, 5, 7, and 8. A cell-permeable, water-soluble analogue of vitamin E, it is used as a standard for measuring the antioxidant capa ity of complex mixtures.

Application

Trolox is a cell-permeable, water-soluble derivative of vitamin E with potent antioxidant properties. lt is commonly used as a standard or positive control in antioxidant assays.  In addition, trolox is used to assessthe role of oxidative injury in processes like neuronal cell death and aging.  It is effective as adjunctivetherapy in the treatment of certain cancers.

General Description

(±)-6-Hydroxy-2,5,7,8-tetramethylchromane-2-carboxylic acid (Trolox) exhibits radical scavenging and antioxidant activities.

Mechanism of action

Trolox can protect against oxidative stress, genotoxicity and inflammation induced by CS through ROS scavenging mechanism, and serve as a potential antioxidant prevention strategy against oxidative injury of ATII cells in CS-related lung diseases.

storage

Store at +4°C

References

1) Massey et al. (1990), Free radical damage in neonatal rat cardiac myocyte cultures: effects of alpha-tocopherol, Trolox and phytol; Free Radic. Biol. Med., 8 449 2) Chen et al. (1998), Cytotoxicity and apoptosis produced by cytochrome P450 2E1 in Hep G2 cells; Mol. Pharmacol., 53 638 3) Brookes et al. (1996), Trolox inhibits peroxynitrite-mediated oxidative stress and apoptosis in rat thymocytes; Arch. Biochem. Biophys., 333 482

Trolox Supplier

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