D104809
Dihydrocoumarin
99%
Synonym(s):
3,4-Dihydro-1-benzopyran-2-one, Benzodihydropyrone, Hydrocoumarin
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About This Item
Empirical Formula (Hill Notation):
C9H8O2
CAS Number:
Molecular Weight:
148.16
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
99%
form
liquid
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.)
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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Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Skin Sens. 1
Storage Class Code
10 - Combustible liquids
WGK
WGK 1
Flash Point(F)
>212.0 °F - closed cup
Flash Point(C)
> 100 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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The flavoring agent dihydrocoumarin reverses epigenetic silencing and inhibits sirtuin deacetylases.
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.
F N Marzulli et al.
Contact dermatitis, 6(2), 131-133 (1980-01-01)
Further confirmation of the effects of vehicles and elicitation concentration in experimental contact sensitization testing with fragrance ingredients is reported. A dose-response relation was seen when sensitized human subjects were challenged with dihydrocoumarin, alantroot oil and diethylmalleate. Furthermore, alcohol was
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
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
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