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Sigma-Aldrich

2-Coumaranone

97%

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About This Item

Empirical Formula (Hill Notation):
C8H6O2
CAS Number:
553-86-6
Molecular Weight:
134.13
EC Number:
209-052-0
MDL number:
MFCD00005856
UNSPSC Code:
12352100
PubChem Substance ID:
24847618
NACRES:
NA.22

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)

Related Categories

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
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

257.0 °F

flash_point_c

125 °C

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Inhibition of chemical carcinogen-induced neoplasia by coumarins and alpha-angelicalactone.
L W Wattenberg et al.
Cancer research, 39(5), 1651-1654 (1979-05-01)
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
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