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53174-06-4

53174-06-4 structure
53174-06-4 structure
  • Name: (S)-Trolox
  • Chemical Name: (2S)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydrochromene-2-carboxylic acid
  • CAS Number: 53174-06-4
  • Molecular Formula: C14H18O4
  • Molecular Weight: 250.29000
  • Catalog: Research Areas Neurological Disease
  • Create Date: 2019-01-08 19:13:44
  • Modify Date: 2024-01-18 01:19:02
  • (S)-Trolox is a water-soluble analogue of vitamin E, in which the phytyl chain is replaced with a carboxyl group. (S)-Trolox is frequently used as a model compound for studies of structural features, as well as a standard for evaluation of antioxidant activity. (S)-Trolox has potent and specific neuroprotective and antioxidant effects[1][2].

Name (2S)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydrochromene-2-carboxylic acid
Synonyms UNII-O763YB84E3
MFCD00180756
(S)-(-)-3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-carboxylic acid
(-)-(S)-6-hydroxy-2,5,7,8-tetramethyl-chroman-2-carboxylic acid
(S)-(-)-Trolox
(S)-(-)-Trolox C
(S)-Trolox(TM)
(2S)-6-Hydroxy-2,5,7,8-tetramethylchromane-2-carboxylic acid
Description (S)-Trolox is a water-soluble analogue of vitamin E, in which the phytyl chain is replaced with a carboxyl group. (S)-Trolox is frequently used as a model compound for studies of structural features, as well as a standard for evaluation of antioxidant activity. (S)-Trolox has potent and specific neuroprotective and antioxidant effects[1][2].
Related Catalog
In Vitro The neuroprotective efficacy of antioxidant molecules against iodoacetate (IAA) neurotoxicity in rat cerebellar granule cell (CGC) cultures is investigated. In the absence of MK-801, (S)-Trolox displays marginal neuroprotective effects. In the presence of MK-801 (10 μM), the neuroprotective efficacy of (S)-Trolox is greatly enhanced, giving rise to a recovery in MTT-reductase activity equivalent to 80–100% of control cultures. (S)-Trolox displays EC50 value of 78 μM. The fluorescence increase in IAA-stimulated DCFH-DA-loaded cultures is inhibited in a dose-dependent manner by the antioxidants (S)-Trolox with an IC50 value of 97 μM. The antioxidant (S)-Trolox demonstrate apotent and specific neuroprotective action in an in vitro model of neurodegeneration induced by inhibition of the glycolytic enzyme GAPDH[1].
References

[1]. Malcolm CS, et al. Characterization of iodoacetate-mediated neurotoxicity in vitro using primary cultures of rat cerebellar granule cells. Free Radic Biol Med. 2000 Jan 1;28(1):102-7.

[2]. Górecki M, et al. Chromane helicity rule--scope and challenges based on an ECD study of various trolox derivatives. Org Biomol Chem. 2014 Apr 14;12(14):2235-54.

Density 1.219g/cm3
Boiling Point 450.3ºC at 760 mmHg
Melting Point 160ºC (dec.)(lit.)
Molecular Formula C14H18O4
Molecular Weight 250.29000
Flash Point 171ºC
Exact Mass 250.12100
PSA 66.76000
LogP 2.48570
Index of Refraction 1.567
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi
Risk Phrases 36/37/38
Safety Phrases 26-37/39
RIDADR NONH for all modes of transport
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%