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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:
Molecular Weight:
132.11
Beilstein:
1722946
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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)

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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
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
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
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
M Fex et al.
Diabetologia, 50(1), 74-83 (2006-11-10)
Hyperinsulinaemia maintains euglycaemia in insulin-resistant states. The precise cellular mechanisms by which the beta cells adapt are still unresolved. A peripherally derived cue, such as increased circulating fatty acids, may instruct the beta cell to initiate an adaptive programme to

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