(R)-Trolox

Modify Date: 2024-01-10 15:58:35

(R)-Trolox Structure
(R)-Trolox structure
Common Name (R)-Trolox
CAS Number 53101-49-8 Molecular Weight 250.29000
Density 1.219g/cm3 Boiling Point 450.3ºC at 760 mmHg
Molecular Formula C14H18O4 Melting Point 162ºC (dec.)(lit.)
MSDS Chinese USA Flash Point 171ºC
Symbol GHS07
GHS07
Signal Word Warning

 Use of (R)-Trolox


(R)-Trolox is a water soluble vitamin E analogue and a competitive tyrosinase inhibitor with a Ki value of 0.83 mM and a ID50 value of 1.88 mM[1]. The (R)-Trolox has stronger tyrosinase affinity than the (S) enantiomer (Ki value of 0.61 mM)[1].

 Names

Name (2R)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydrochromene-2-carboxylic acid
Synonym More Synonyms

 (R)-Trolox Biological Activity

Description (R)-Trolox is a water soluble vitamin E analogue and a competitive tyrosinase inhibitor with a Ki value of 0.83 mM and a ID50 value of 1.88 mM[1]. The (R)-Trolox has stronger tyrosinase affinity than the (S) enantiomer (Ki value of 0.61 mM)[1].
Related Catalog
In Vitro As compared to the control containing no inhibitor, DMSO suppresses the tyrosinase activity at tested levels, 100 and 200 µL in a total volume of 3.0 mL. The inhibition of DMSO on the mushroom tyrosinase is dosedependent. Additions of DMSO at the two levels in the tyrosinase digests containing (R)-Trolox ((R)-HTCCA) results in further inhibitions of the tyrosinase activity. The influence of the DMSO on the inhibitory effects of (R)-Trolox against the tyrosinase is also dose-dependent[1].
References

[1]. Yu L. Inhibitory effects of (S)- and (R)-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acids on tyrosinase activity. J Agric Food Chem. 2003 Apr 9;51(8):2344-7.

 Chemical & Physical Properties

Density 1.219g/cm3
Boiling Point 450.3ºC at 760 mmHg
Melting Point 162ºC (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

 Safety Information

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

 Synthetic Route

 Customs

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%

 Articles1

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Novel compounds designed as antistress agents.

J. Med. Chem. 52 , 7315-8, (2009)

Agents against biologic stress were designed, containing GABA esterified with lorazepam and amidated with (R)-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (5) or 3,5-di-tert-butyl-4-hydroxyb...

 Synonyms

MFCD00180755
(R)-(+)-6-Hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid
(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
UNII-1O8B70QB9P
(S)-(-)-Trolox C
(S)-Trolox(TM)
(R)-TROLOX