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HomeProduct name listTrolox

Trolox

Synonym(s):Trolox

  • CAS NO.:53188-07-1
  • Empirical Formula: C14H18O4
  • Molecular Weight: 250.29
  • MDL number: MFCD00006846
  • EINECS: 258-422-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 14:08:57
Trolox  Structural

What is Trolox ?

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

The Uses of Trolox

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

The Uses of Trolox

An antioxidant derived from water-soluble vitamin E

What are the applications of Application

Trolox is an antioxidant derived from water-soluble vitamin E

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.

What are the applications of 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

Properties of Trolox

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.
form  Crystalline Powder
pka 3.35±0.20(Predicted)
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)
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)

Safety information for Trolox

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Trolox

InChIKey GLEVLJDDWXEYCO-UHFFFAOYSA-N
SMILES C1(C)(C(O)=O)OC2=C(C)C(C)=C(O)C(C)=C2CC1

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