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Merck

178500

3-Methyl-1,2-cyclopentanedione

99%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C6H8O2
CAS Number:
Molecular Weight:
112.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
212-154-8
Beilstein/REAXYS Number:
2076520
MDL number:
Assay:
99%
Form:
solid
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Quality Level

assay

99%

form

solid

mp

104-108 °C (lit.)

functional group

ketone

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

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

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