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W238104

Sigma-Aldrich

Dihydrocoumarin

≥99%, FCC, FG

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C9H8O2
Número CAS:
119-84-6
Peso molecular:
148.16
Número FEMA:
2381
Número CE:
204-354-9
Conselho da Europa nº:
535
Número MDL:
MFCD00006881
Código UNSPSC:
12164502
ID de substância PubChem:
24901036
Número de Flavis:
13.009
NACRES:
NA.21

fonte biológica

synthetic

Nível de qualidade

400

grau

FG
Halal
Kosher

Agency

meets purity specifications of JECFA

conformidade reg.

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

Ensaio

≥99%

índice de refração

n20/D 1.556 (lit.)

p.e.

272 °C (lit.)

pf

24-25 °C (lit.)

densidade

1.169 g/mL at 25 °C (lit.)

aplicação(ões)

flavors and fragrances

Documentação

see Safety & Documentation for available documents

alérgeno alimentar

no known allergens

Organoléptico

coconut; coumarin; sweet

cadeia de caracteres SMILES

O=C1CCc2ccccc2O1

InChI

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

chave InChI

VMUXSMXIQBNMGZ-UHFFFAOYSA-N

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Descrição geral

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

Aplicação


  • 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).

Ações bioquímicas/fisiológicas

Taste at 10 ppm

Outras notas

Natural occurrence: Sweet clover and deertongue.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H302,H317

Classificações de perigo

Acute Tox. 4 Oral - Skin Sens. 1

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

>212.0 °F - closed cup

Ponto de fulgor (°C)

> 100 °C - closed cup

Equipamento de proteção individual

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

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Certificados de análise (COA)

Lot/Batch Number
STBJ9493
STBG7820
STBJ0812
STBH5088
STBF8750V

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Katrin Häser et al.
Journal of agricultural and food chemistry, 54(17), 6236-6240 (2006-08-17)
Natural dihydrocoumarin, which is of great interest in the flavor industry, was biotechnologically produced from pure coumarin or tonka bean meal with Pseudomonas orientalis, Bacillus cereus, and various Saccharomyces cerevisiae strains. Coumarin was shown to be converted to melilotic acid
Tomohiro Doura et al.
Chemical communications (Cambridge, England), 48(10), 1565-1567 (2011-05-18)
The first dual activatable hypochlorite ((-)OCl)-sensing probe was developed, based on a new proof-of-concept design involving signal-activatable (1)H chemical probes using the triple-resonance NMR technique. The probe enabled fluorescence-(1)H MR dual turn-on detection of (-)OCl in solution and in crude
Sharona Shachan-Tov et al.
Free radical biology & medicine, 49(10), 1516-1521 (2010-08-31)
Afri et al. reported in this journal (Free Radic. Biol. Med.32:605-618; 2002) that a direct relationship exists between the depth of alkanoylcoumarins 1 within the liposomal lipid bilayer and the rate at which they undergo superoxide-mediated saponification. These results were
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
Jakub Modranka et al.
Bioorganic & medicinal chemistry, 20(16), 5017-5026 (2012-07-14)
A series of new 3-methylidenechroman-2-ones bearing various aromatic moieties and various substituents at position 4 were synthesized in a three step reaction sequence. Friedel-Crafts alkylation of phenols or naphthols using ethyl 3-methoxy-2-diethoxyphosphorylacrylate in the presence of trifluoromethanesulphonic acid gave 3-diethoxyphosphorylchromen-2-ones.
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