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C85409

Sigma-Aldrich

Coumalic acid

97%

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Synonym(s):
2-Oxo-2H-pyran-5-carboxylic acid, 2-Pyrone-5-carboxylic acid
Empirical Formula (Hill Notation):
C6H4O4
CAS Number:
Molecular Weight:
140.09
Beilstein/REAXYS Number:
119747
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

powder

bp

218 °C/120 mmHg (lit.)

mp

203-205 °C (dec.) (lit.)

SMILES string

OC(=O)C1=COC(=O)C=C1

InChI

1S/C6H4O4/c7-5-2-1-4(3-10-5)6(8)9/h1-3H,(H,8,9)

InChI key

ORGPJDKNYMVLFL-UHFFFAOYSA-N

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1 of 4

This Item
83160C85603722138
Coumalic acid 97%

C85409

Coumalic acid

L-Pyroglutamic acid ≥99.0% (T)

83160

L-Pyroglutamic acid

Coumarin-3-carboxylic acid 99%

C85603

Coumarin-3-carboxylic acid

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

-

form

powder

form

solid

form

powder

form

solid

mp

203-205 °C (dec.) (lit.)

mp

155-162 °C, 160-163 °C (lit.)

mp

189-192 °C (lit.)

mp

220-225 °C

bp

218 °C/120 mmHg (lit.)

bp

-

bp

-

bp

-

General description

Decarboxylates to α-pyrone, a Diels-Alder diene.

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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Yongxia Li et al.
Phytopathology, 110(4), 805-812 (2020-03-03)
Poplar canker, mainly caused by Botryosphaeria species, is a serious disease that has resulted in the reduced productivity and death of poplar worldwide. Different Populus species have varied resistance levels to poplar canker; however, whether phenolic compounds in poplar are
V Günzler et al.
The Biochemical journal, 242(1), 163-169 (1987-02-15)
From the structure-activity relationships of known competitive inhibitors, coumalic acid (2-oxo-1,2H-pyran-5-carboxylic acid) was deduced to be a potential syncatalytic inhibitor for chick-embryo prolyl 4-hydroxylase. The compound caused time-dependent inactivation, the reaction rate being first-order. The inactivation constant was 0.094 min-1
Michio Ohi et al.
Bioscience, biotechnology, and biochemistry, 67(1), 170-173 (2003-03-07)
Some chemicals were examined for their effects on the germination of resting spores of the clubroot pathogen Plasmodiophora brassicae, and on the control of clubroots in Chinese cabbage. Caffeic acid, coumalic acid, and corilagin stimulated the germination of Plasmodiophora spores
Weijun Chen et al.
International journal of food sciences and nutrition, 63(2), 236-241 (2011-09-29)
The oxidative modification of human low density lipoprotein (LDL) plays a significant role in atherosclerosis. In this study, the inhibiting activity of areca inflorescence extracts (AIEs) on LDL oxidation was investigated by an in vitro study with Trolox as the
A Merriweather et al.
Molecular and biochemical parasitology, 116(2), 185-197 (2001-08-28)
The cuticle of parasitic nematodes consists primarily of a network of collagen molecules. The enzyme responsible for collagen maturation is prolyl 4-hydroxylase, making this enzyme a central activity in cuticle biosynthesis and a potentially important chemotherapeutic target. Adult and embryonic

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