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178500

Sigma-Aldrich

3-Methyl-1,2-cyclopentanedione

99%

Sinónimos:

2-Hydroxy-3-methyl-2-cyclopenten-1-one, Maple lactone

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About This Item

Fórmula empírica (notación de Hill):
C6H8O2
Número de CAS:
765-70-8
Peso molecular:
112.13
Beilstein/REAXYS Number:
2076520
EC Number:
212-154-8
MDL number:
MFCD00001417
UNSPSC Code:
12352100
PubChem Substance ID:
24850751
NACRES:
NA.22

assay

99%

form

solid

mp

104-108 °C (lit.)

SMILES string

CC1CCC(=O)C1=O

InChI

1S/C6H8O2/c1-4-2-3-5(7)6(4)8/h4H,2-3H2,1H3

InChI key

OACYKCIZDVVNJL-UHFFFAOYSA-N

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General description

3-Methyl-1,2-cyclopentanedione is present in coffee and is capable of scavenging peroxynitrite. It also has anti-inflammatory effects.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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M Mozaffarieh et al.
Survey of ophthalmology, 53(5), 479-505 (2008-10-22)
Glaucomatous optic neuropathy implies loss of retinal ganglion cells, including their axons, and a major tissue remodeling, especially in the optic nerve head. Although increased intraocular pressure is a major risk factor for glaucomatous optic neuropathy, there is little doubt
Seo Young Choi et al.
Biochimica et biophysica acta, 1770(12), 1612-1619 (2007-10-13)
Peroxisome proliferator-activated receptors (PPARs) are members of the nuclear hormone receptor superfamily that plays a pivotal role in regulating inflammatory gene expression. The purpose of this study was to investigate the effects of coffee extract, 3-methyl-1,2-cyclopentanedione (3-MCP) on PPARs in
Bryson W Katona et al.
The Journal of organic chemistry, 72(24), 9298-9307 (2007-10-26)
Deoxycholic acid (DCA) is an endogenous secondary bile acid implicated in numerous pathological conditions including colon cancer formation and progression and cholestatic liver disease. DCA involvement in these disease processes results partly from its ability to modulate signaling cascades within
Ae Ra Kim et al.
The Journal of pharmacy and pharmacology, 54(10), 1385-1392 (2002-10-25)
It has been known that reactive oxygen and nitrogen species such as nitric oxide (NO), superoxide radical (*O2-) and their byproduct peroxynitrite (ONOO-) induce cellular and tissue injury, ultimately resulting in several human diseases. In this study, we examined scavenging
Jae Heun Chung et al.
Journal of agricultural and food chemistry, 55(16), 6787-6792 (2007-07-17)
Activation of the redox-sensitive transcription factor, nuclear factor-kappa B (NF-kappaB), plays a central role in inflammation and aging processes by inducing pro-inflammatory genes. The present study was designed to unravel the molecular mechanisms underlying the anti-inflammation effects of 3-methyl-1,2-cyclopentanedione (3-MCP)
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