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Related CAS#:
53188-07-1 53174-06-4
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53188-07-1

53188-07-1 structure
53188-07-1 structure
  • Name: Trolox
  • Chemical Name: Trolox
  • CAS Number: 53188-07-1
  • Molecular Formula: C14H18O4
  • Molecular Weight: 250.290
  • Catalog: Research Areas Cancer
  • Create Date: 2018-03-11 08:00:00
  • Modify Date: 2024-01-04 10:21:58
  • Troloxa is a cell-permeable and water-soluble vitamin E analogue and is a powerful antioxidant.
Name Trolox
Synonyms 6-Hydroxy-2,5,7,8-tetramethylchromane-2-carboxylic acid
6-Hydroxy-2,5,7,8-tetramethyl-2-chromanecarboxylic acid
6-HYDROXY-2,5,7,8-TETRAMETHYLCHROMAN-2-CARBOXYLIC ACID
Trolox
6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromene-2-carboxylic acid
2H-1-Benzopyran-2-carboxylic acid, 3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-
MFCD00006846
EINECS 258-422-8
6-Hydroxy-2,5,7,8-tetramethyl-chroman-; 2-carboxylic acid
Description Troloxa is a cell-permeable and water-soluble vitamin E analogue and is a powerful antioxidant.
Related Catalog
In Vitro Troloxa has shown to protect mammalian cells from oxidative damage. Troloxa is effective in preventing myocyte necrosis in cell culture studies and in a canine model of two hours of left anterior descending coronary artery (LAD) occlusion followed by four hours of reperfusion[1]. Trolox could prevent oxidative stress-induced apoptosis in thymocytes. Pre- or posttreatment of cells with Trolox reduced H2O2-induced DNA fragmentation to control levels and below. [2]. Trolox is a hydrophilic analogue of alpha-tocopherol and reported to scavenge peroxyl radicals better than vitamin E in sodium dodecyl sulfate micelles and in liposomes. Trolox prolongs substantially the survival of human ventricular myocytes and hepatocyte against oxyradicals generated with xanthine oxidase plus hypoxanthine, and prevented lysis of red cells exposed to an azo-initiator[3].
Cell Assay Thymocytes are treated with Trolox (10 mM) before, during, or after 10 min exposure to 10 μM H2O2. Trolox incubations that are conducted before or after H2O2 exposures are performed in TCM. Trolox treatments that are administered concurrently with H2O2 are performed in PBS with ferrous sulfate[1].
References

[1]. Mickle DA, et al. Myocardial salvage with trolox and ascorbic acid for an acute evolving infarction. Ann Thorac Surg. 1989 Apr;47(4):553-7.

[2]. Forrest VJ, et al. Oxidative stress-induced apoptosis prevented by Trolox. Free Radic Biol Med. 1994 Jun;16(6):675-84.

[3]. Wu TW, et al. The cytoprotective effect of Trolox demonstrated with three types of human cells. Biochem Cell Biol. 1990 Oct;68(10):1189-94.
Density 1.2±0.1 g/cm3
Boiling Point 450.3±45.0 °C at 760 mmHg
Melting Point 187-189ºC(lit.)
Molecular Formula C14H18O4
Molecular Weight 250.290
Flash Point 171.0±22.2 °C
Exact Mass 250.120514
PSA 66.76000
LogP 3.01
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.568
Storage condition 0-6°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DJ2273000
CHEMICAL NAME :
2H-1-Benzopyran-2-carboxylic acid, 3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-
CAS REGISTRY NUMBER :
53188-07-1
LAST UPDATED :
199806
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C14-H18-O4
MOLECULAR WEIGHT :
250.32

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
4300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JAOCA7 Journal of the American Oil Chemists' Society. (Champaign, IL) V.24-56, 1947-79. Volume(issue)/page/year: 52,174,1975
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1800 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JAOCA7 Journal of the American Oil Chemists' Society. (Champaign, IL) V.24-56, 1947-79. Volume(issue)/page/year: 52,174,1975
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1630 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JAOCA7 Journal of the American Oil Chemists' Society. (Champaign, IL) V.24-56, 1947-79. Volume(issue)/page/year: 52,174,1975
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1700 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JAOCA7 Journal of the American Oil Chemists' Society. (Champaign, IL) V.24-56, 1947-79. Volume(issue)/page/year: 52,174,1975
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1930 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JAOCA7 Journal of the American Oil Chemists' Society. (Champaign, IL) V.24-56, 1947-79. Volume(issue)/page/year: 52,174,1975
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
>2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JAOCA7 Journal of the American Oil Chemists' Society. (Champaign, IL) V.24-56, 1947-79. Volume(issue)/page/year: 52,174,1975
Hazard Codes Xi
Risk Phrases 36/37/38
Safety Phrases 26-36
WGK Germany 2
RTECS DJ2273000
HS Code 2932999099
HS Code 2932999099
Summary 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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