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391913

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

Name: (<I>R</I>)-(+)-6-Hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid
Brand: ALDRICH

98%

Synonym(s):

(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

Empirical Formula (Hill Notation):

C₁₄H₁₈O₄

CAS Number:

53101-49-8

Molecular Weight:

250.29

NACRES:

NA.22

PubChem Substance ID:

24864410

UNSPSC Code:

12352005

MDL number:

MFCD00180755

Assay:

98%

Form:

solid

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Properties

assay

98%

form

solid

optical activity

[α]27/D +65°, c = 1.2 in ethanol

mp

162 °C (dec.) (lit.)

functional group

carboxylic acid

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

Description

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

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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)

Novel compounds designed as antistress agents.

Tsiakitzis, KC, et al.

Journal of Medicinal Chemistry, 52(22), 7315-7318 (2009)

CONDITIONS OF PROOXIDANT ACTIVITY OF CISTUS AND POMEGRANATE POLYPHENOLS IN V79 CELL CULTURES.

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

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Global Trade Item Number

SKU	GTIN
391913-1G	04061831981254
391913-5G	04061831981278