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124591

Sigma-Aldrich

2-Coumaranone

97%

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Empirical Formula (Hill Notation):
C8H6O2
CAS Number:
Molecular Weight:
134.13
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

powder

bp

248-250 °C (lit.)

mp

49-51 °C (lit.)

solubility

H2O: soluble 3.8 g/L at 30 °C

SMILES string

O=C1Cc2ccccc2O1

InChI

1S/C8H6O2/c9-8-5-6-3-1-2-4-7(6)10-8/h1-4H,5H2

InChI key

ACZGCWSMSTYWDQ-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

Application

2-Coumaranone has been used to study the effects of coumarins on 7,12-dimethyibenz(a)anthracene induced neoplasia of the rat mammary gland. It was employed as probe for detecting enzymes which hydrolyze 2-hydroxybenzofuran structures.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

WGK

WGK 3

Flash Point(F)

257.0 °F

Flash Point(C)

125 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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V Strubel et al.
FEMS microbiology letters, 49(2-3), 233-238 (1989-04-01)
Dibenzofuran degrading bacteria were enriched from various environmental sources. A mutualistic mixed culture of strain DPO 220 and strain DPO 230 was characterized. Strain DPO 220 alone showed limited growth with dibenzofuran as sole source of carbon and energy (td
Esa R Korpi et al.
Addiction biology, 22(4), 1022-1035 (2016-03-19)
Opioid antagonist treatments reduce alcohol drinking in rodent models and in alcohol-dependent patients, with variable efficacy across different studies. These treatments may suffer from the development of tolerance and opioid receptor supersensitivity, as suggested by preclinical models showing activation of
Eric M Jones et al.
Cell systems, 8(3), 254-260 (2019-03-25)
G protein-coupled receptors (GPCRs) are central to how mammalian cells sense and respond to chemicals. Mammalian olfactory receptors (ORs), the largest family of GPCRs, mediate the sense of smell through activation by small molecules, though for most bonafide ligands, they
Ilaria Zamparo et al.
Cell reports, 29(13), 4334-4348 (2019-12-26)
In mammals, odorant receptors not only detect odors but also define the target in the olfactory bulb, where sensory neurons project to give rise to the sensory map. The odorant receptor is expressed at the cilia, where it binds odorants
Yosuke Fukutani et al.
Analytical biochemistry, 471, 1-8 (2014-12-03)
Olfaction depends on the selectivity and sensitivity of olfactory receptors. Previous attempts at constructing a mammalian olfactory receptor-based artificial odorant sensing system in the budding yeast Saccharomyces cerevisiae suffered from low sensitivity and activity. This result may be at least

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