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Key Documents

C82604

Sigma-Aldrich

Citraconic acid

98%

Synonym(s):

Methylmaleic acid

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About This Item

Linear Formula:
CH3C(CO2H)=CHCO2H
CAS Number:
Molecular Weight:
130.10
Beilstein:
1722679
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
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
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
Maria Khomyakova et al.
Science (New York, N.Y.), 331(6015), 334-337 (2011-01-22)
Access to novel ecological niches often requires adaptation of metabolic pathways to cope with new environments. For conversion to cellular building blocks, many substrates enter central carbon metabolism via acetyl-coenzyme A (acetyl-CoA). Until now, only two such pathways have been

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