All Photos(1)
Synonym(s):
(±)-α-Methylsuccinic acid, (±)-2-Methylsuccinic acid, (±)-Methylsuccinic acid, 2-Methylbutane-1,4-dioic acid
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
Recommended Products
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
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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 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 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
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
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