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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/REAXYS Number:
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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

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

Certificates of Analysis (COA)

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B A Amendt et al.
The Journal of clinical investigation, 79(5), 1303-1309 (1987-05-01)
We describe two patients with short-chain acyl-coenzyme A (CoA) dehydrogenase (SCADH) deficiency. Neonate I excreted large amounts of ethylmalonate and methylsuccinate; ethylmalonate excretion increased after a medium-chain triglyceride load. Neonate II died postnatally and excreted ethylmalonate, butyrate, 3-hydroxybutyrate, adipate, and
P Beffy et al.
Molecular and cellular endocrinology, 183(1-2), 41-48 (2001-10-18)
We provide immunocytochemical evidence that the neuronal isoform of constitutive NO synthase (cNOS) is expressed in the rat insulinoma cell line INS-1. Furthermore, using N omega-nitro-L-arginine methyl ester (L-NAME), a pharmacological inhibitor of cNOS activity, we show that this enzyme
Carsten Jobelius et al.
Environmental science & technology, 45(2), 474-481 (2010-12-03)
Anaerobic degradation processes play an important role in contaminated aquifers. To indicate active biodegradation processes signature metabolites can be used. In this study field samples from a high-resolution multilevel well in a tar oil-contaminated, anoxic aquifer were analyzed for metabolites
M J Nowaczyk et al.
American journal of medical genetics, 75(3), 292-296 (1998-02-25)
Central nervous system malformations have been reported in a number of inherited enzyme defects. Ethylmalonic encephalopathy, an organic aciduria of unknown pathogenesis, has not been reported previously in association with brain or spinal cord malformations. We report on 2 sibs
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
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