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M81209

Sigma-Aldrich

Methylsuccinic acid

99%

Synonym(s):

(±)-α-Methylsuccinic acid, (±)-2-Methylsuccinic acid, (±)-Methylsuccinic acid, 2-Methylbutane-1,4-dioic acid

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About This Item

Linear Formula:
HO2CCH2CH(CH3)CO2H
CAS Number:
498-21-5
Molecular Weight:
132.11
Beilstein:
1722946
EC Number:
207-857-1
MDL number:
MFCD00002659
UNSPSC Code:
12352100
PubChem Substance ID:
24897223
NACRES:
NA.22

Assay

99%

form

crystals

mp

110-115 °C (lit.)

SMILES string

CC(CC(O)=O)C(O)=O

InChI

1S/C5H8O4/c1-3(5(8)9)2-4(6)7/h3H,2H2,1H3,(H,6,7)(H,8,9)

InChI key

WXUAQHNMJWJLTG-UHFFFAOYSA-N

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Related Categories

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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)

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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M J Nowaczyk et al.
Metabolism: clinical and experimental, 47(7), 836-839 (1998-07-17)
Ethylmalonic encephalopathy (EE), an organic aciduria of unknown etiology characterized by developmental delay, hypotonia, and vascular instability associated with lactic acidemia and urinary excretion of ethylmalonic acid (EMA) and methylsuccinic acid (MSA), has been described in 11 patients. To test
J A Montgomery et al.
The Biochemical journal, 214(2), 641-644 (1983-08-15)
Rats excrete increased ethylmalonate and methylsuccinate when given ethylmalonate in the diet; when given methylsuccinate they excrete methylsuccinate and mesaconate. Tenfold more labelled mesaconate was produced from threo-methyl[2,3-2H2] succinate precursor than from the erythro isomer. Our findings suggest trans-dehydrogenation of
M Chinworrungsee et al.
Bioorganic & medicinal chemistry letters, 11(15), 1965-1969 (2001-07-17)
Three known compounds, 2-hexylidene-3-methylsuccinic acid (1), cytochalasin Q (2), and 5-carboxymellein (3), together with two new derivatives, 2-hexylidene-3-methylsuccinic acid 4-methyl ester (4) and an ophiobolane sesterterpene named halorosellinic acid (5), were isolated from culture broth of the marine fungus Halorosellinia
R E Williams et al.
Toxicology, 207(2), 179-190 (2004-12-15)
HPLC-MS-based metabonomic analysis was used to investigate urinary metabolic perturbations associated with D-serine-induced nephrotoxicity. D-Serine causes selective necrosis of the proximal straight tubules in the rat kidney accompanied by aminoaciduria, proteinuria and glucosuria. Alderely Park (Wistar-derived) rats were dosed with
Christopher J R Illingworth et al.
The journal of physical chemistry. A, 110(20), 6487-6497 (2006-05-19)
We have presented a method for modeling polarization in hybrid QM/MM calculations. The method, which expresses the induced dipoles as a set of "induced" charges, is based on the induced dipole approach and methodology for calculating potential-derived point charges from
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