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391913

Sigma-Aldrich

(R)-(+)-6-Hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid

98%

Sinónimos:

(2R)-3,4-Dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-carboxylic acid, (R)-Trolox

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About This Item

Fórmula empírica (notación de Hill):
C14H18O4
Número de CAS:
53101-49-8
Peso molecular:
250.29
MDL number:
MFCD00180755
UNSPSC Code:
12352005
PubChem Substance ID:
24864410
NACRES:
NA.22

Quality Level

100

assay

98%

form

solid

optical activity

[α]27/D +65°, c = 1.2 in ethanol

mp

162 °C (dec.) (lit.)

SMILES string

Cc1c(C)c2O[C@](C)(CCc2c(C)c1O)C(O)=O

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)/t14-/m1/s1

InChI key

GLEVLJDDWXEYCO-CQSZACIVSA-N

General description

(R)-(+)-6-Hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid, a vitamin E analog, is a mushroom tyrosinase inhibitor.

Application

(R)-(+)-6-Hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid may be used to incorporate antioxidant property while designing anti-stress agents based on γ-aminobutyric acid (GABA).

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Shyamal Subramanyam et al.
Methods in enzymology, 600, 201-232 (2018-02-21)
Human RAD51 promotes accurate DNA repair by homologous recombination and is involved in protection and repair of damaged DNA replication forks. The active species of RAD51 and related recombinases in all organisms is a nucleoprotein filament assembled on single-stranded DNA
Helena Moreira et al.
Acta poloniae pharmaceutica, 74(2), 688-698 (2018-04-07)
Polyphenol rich extracts obtained from cistus herb (Cistus incanus L.) and pomegranate peel (Punica granatum L.) exhibited significant antioxidant activity in V79 cell culture (Chinese hamster lung fibroblasts) -cistus extract reduced intracellular content of reactive oxygen species (ROS) by 30-40%
Novel compounds designed as antistress agents.
Tsiakitzis, KC, et al.
Journal of Medicinal Chemistry, 52(22), 7315-7318 (2009)
Aleksandra Slezak et al.
Acta poloniae pharmaceutica, 74(2), 670-678 (2018-04-07)
Polyphenol rich extracts obtained from cistus herb (Cistus incanus L.) and pomegranate peels (Punica granatunm L.) added at high concentrations (25-100 pg/mL) to V79 (Chinese hamster lung fibroblast) cell cultures, markedly increased intracellular level of ROS (reactive oxygen species). Also
Inhibitory effects of (S)-and (R)-6-hydroxy-2, 5, 7, 8-tetramethylchroman-2-carboxylic acids on tyrosinase activity.
Yu L.
Journal of Agricultural and Food Chemistry, 51(8), 2344-2347 (2003)
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