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C82604

Sigma-Aldrich

Citraconic acid

98%

Synonym(s):

Methylmaleic acid

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About This Item

Linear Formula:
CH3C(CO2H)=CHCO2H
CAS Number:
498-23-7
Molecular Weight:
130.10
Beilstein/REAXYS Number:
1722679
EC Number:
207-858-7
MDL number:
MFCD00078086
UNSPSC Code:
12352100
PubChem Substance ID:
24893036
NACRES:
NA.22

assay

98%

form

crystals

mp

88-94 °C (lit.)

SMILES string

C\C(=C\C(O)=O)C(O)=O

InChI

1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2-

InChI key

HNEGQIOMVPPMNR-IHWYPQMZSA-N

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Related Categories

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Ananya Sen et al.
Journal of bacteriology, 202(18) (2020-07-01)
Hydrogen peroxide (H2O2) is formed in natural environments by both biotic and abiotic processes. It easily enters the cytoplasms of microorganisms, where it can disrupt growth by inactivating iron-dependent enzymes. It also reacts with the intracellular iron pool, generating hydroxyl
Nikolai P Bityutskii et al.
Journal of plant physiology, 218, 100-108 (2017-08-19)
Aluminium (Al) is one of the major stressors for plants in acidic soils, negatively affecting plant growth and nutrient balances. Significant efforts have been undertaken to understand mechanisms of Al tolerance in plants. However, little is known of the relevance
Nicolle H R Litjens et al.
European journal of immunology, 34(2), 565-575 (2004-02-10)
Psoriasis vulgaris, a type-1 cytokine-mediated chronic skin disease, can be treated successfully with fumaric acid esters (FAE). Beneficial effects of this medication coincided with decreased production of IFN-gamma. Since dendritic cells (DC) regulate the differentiation of T helper (Th) cells
Darius Moharregh-Khiabani et al.
PloS one, 5(7), e11769-e11769 (2010-07-30)
Fumaric acid esters (FAE) are a group of compounds which are currently under investigation as an oral treatment for relapsing-remitting multiple sclerosis. One of the suggested modes of action is the potential of FAE to exert a neuroprotective effect. We
K Asadullah et al.
Archives of dermatological research, 289(11), 623-630 (1998-01-28)
Although the effectiveness of systemic antipsoriatic treatment with fumaric acid esters has been proven, their mode of action is still not understood. Recent results indicate their potency in inducing cytokine production in stimulated T cells. Since monocytes and their cytokines
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