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W238104

Sigma-Aldrich

Dihydrocoumarin

≥99%, FCC, FG

Sinónimos:

3,4-Dihydro-1-benzopyran-2-one, Benzodihydropyrone, Hydrocoumarin

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About This Item

Fórmula empírica (notación de Hill):
C9H8O2
Número de CAS:
119-84-6
Peso molecular:
148.16
FEMA Number:
2381
EC Number:
204-354-9
Council of Europe no.:
535
MDL number:
MFCD00006881
UNSPSC Code:
12164502
PubChem Substance ID:
24901036
Flavis number:
13.009
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Halal
Kosher

agency

meets purity specifications of JECFA

reg. compliance

EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117

assay

≥99%

refractive index

n20/D 1.556 (lit.)

bp

272 °C (lit.)

mp

24-25 °C (lit.)

density

1.169 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

coconut; coumarin; sweet

SMILES string

O=C1CCc2ccccc2O1

InChI

1S/C9H8O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-4H,5-6H2

InChI key

VMUXSMXIQBNMGZ-UHFFFAOYSA-N

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General description

Dihydrocoumarin is commonly used as a flavor ingredient in food and cosmetic industry. It occurs naturally in Melilotus officinalis (sweet clover).

Application


  • Novel Dihydrocoumarins Induced by Radiolysis as Potent Tyrosinase Inhibitors.: This research identifies new dihydrocoumarins produced through radiolysis, demonstrating their potential as effective tyrosinase inhibitors, which could have significant applications in dermatology and related fields (Jeong et al., 2024). (Jeong et al., 2024).

Biochem/physiol Actions

Taste at 10 ppm

Other Notes

Natural occurrence: Sweet clover and deertongue.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

>212.0 °F - closed cup

flash_point_c

> 100 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
SHBR9839
SHBP7089
STBJ9493
STBG7820
STBJ0812

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Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

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J P Guillot et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 21(6), 795-805 (1983-12-01)
An evaluation was made of the different protocols recommended by the Association Française de Normalisation (AFNOR) for assessing the sensitizing potential of chemicals in the guinea-pig. The methods studied were those of Magnusson & Kligman (J. invest. Derm. 1969, 52
Marc Vocanson et al.
Contact dermatitis, 57(6), 361-364 (2007-11-09)
There is controversy as to whether coumarin, an ingredient in cosmetics and fragrances, is a contact allergen involved in fragrance allergy. We recently showed that the purity of coumarin is a critical parameter for its allergenicity because coumarin preparations containing
Jie Chen et al.
The Journal of organic chemistry, 77(2), 999-1009 (2011-12-20)
A facile and enantioselective approach toward 3,4-dihydroisocoumarin was developed. The method involved an amino-thiocarbamate catalyzed enantioselective bromocyclization of styrene-type carboxylic acids, yielding 3-bromo-3,4-dihydroisocoumarins with good yields and ee's. 3-Bromo-3,4-dihydroisocoumarins are versatile building blocks for various dihydroisocoumarin derivatives in which the
Shiyong Peng et al.
Organic & biomolecular chemistry, 10(13), 2537-2541 (2012-03-01)
3,4-Dihydrocoumarins, considered to be valuable building blocks, have attracted considerable attention due to their various biological activities. Herein, we have documented an efficient and convenient double decarboxylation process for the synthesis of 4-substituted 3,4-dihydrocoumarin in moderate to excellent yields under
Andrew J Olaharski et al.
PLoS genetics, 1(6), e77-e77 (2005-12-20)
Sirtuins are a family of phylogenetically conserved nicotinamide adenine dinucleotide-dependent deacetylases that have a firmly established role in aging. Using a simple Saccharomyces cerevisiae yeast heterochromatic derepression assay, we tested a number of environmental chemicals to address the possibility that
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