(R)-Trolox

Names

[ Name ]:
(R)-Trolox

[Synonym ]:
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

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]:

Research Areas >> Cancer

Signaling Pathways >> Metabolic Enzyme/Protease >> Tyrosinase

[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

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

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

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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%

Articles

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...

Related Compounds

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