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A3412

Sigma-Aldrich

cis-Aconitic acid

≥98%

Synonym(s):

cis-Propene-1,2,3-tricarboxylic acid

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About This Item

Linear Formula:
HO2CCH2C(CO2H)=CHCO2H
CAS Number:
585-84-2
Molecular Weight:
174.11
Beilstein:
1725829
MDL number:
MFCD00063184
UNSPSC Code:
12352100
PubChem Substance ID:
57653844
NACRES:
NA.22

Quality Level

200

Assay

≥98%

form

powder

mp

122 °C (lit.)

storage temp.

−20°C

SMILES string

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

InChI

1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/b3-1-

InChI key

GTZCVFVGUGFEME-IWQZZHSRSA-N

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General description

cis-Aconitic acid is an organic acid mainly found in plants. It is one of the intermediates formed during citric acid cycle.

Application

cis-Aconitic acid can be used as a standard for the determination of organic acids in plant tissues.

Caution

May form trans isomer upon prolonged storage

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H315,H319,H335,H350

Hazard Classifications

Carc. 1B - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

EUH019

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Junyoung Kim et al.
Scientific reports, 7, 39768-39768 (2017-01-05)
Itaconate, a C5 unsaturated dicarboxylic acid, is an important chemical building block that is used in manufacturing high-value products, such as latex and superabsorbent polymers. Itaconate is produced by fermentation of sugars by the filamentous fungus Aspergillus terreus. However, fermentation
Federico Rojas et al.
PLoS neglected tropical diseases, 15(4), e0009284-e0009284 (2021-04-29)
The ability to reproduce the developmental events of trypanosomes that occur in their mammalian host in vitro offers significant potential to assist in understanding of the underlying biology of the process. For example, the transition from bloodstream slender to bloodstream
Determination of organic acids in tissues and exudates of maize, lupin, and chickpea by high-performance liquid chromatography? tandem mass spectrometry.
Erro J, et al.
Journal of Agricultural and Food Chemistry, 57(10), 4004-4010 (2009)
Esterification and gas chromatography of some acids of the tricarboxylic acid cycle.
McKeown G G and Read S I
Analytical Chemistry, 37(13), 1780-1781 (1965)
Ramji Rathod et al.
Metabolites, 10(3) (2020-03-18)
The tricarboxylic acid (TCA) cycle is a central part of carbon and energy metabolism, also connecting to glycolysis, amino acid, and lipid metabolism. The quantitation of the TCA cycle intermediate within one method is lucrative due to the interest in
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