glutaconic acid

(2E)-2-pentenedioic acid

CAS: 1724-02-3 C5 H6 O4 MW: 130.09962000

Identification

Nameglutaconic acid
IUPAC(E)-pent-2-enedioic acid
CAS Number1724-02-3
EINECS217-027-0
FDA UNIINOH8K33D47
Molecular FormulaC5 H6 O4
Molecular Weight130.09962000
MDL NumberMFCD00002784
Nikkaji NumberJ7.761E
Beilstein1759560

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 413.80 °C. @ 760.00 mm Hg (est)
Flash Point 425.00 °F. TCC ( 218.20 °C. ) (est)
logP (o/w) 0.040 (est)
Soluble in water, 5.842e+005 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryinformation only not used for fragrances or flavors
Recommendation for glutaconic acid usage levels up tonot for fragrance use.
Recommendation for glutaconic acid flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

trans- glutaconate (E)- glutaconic acid pent-2-ene-1,5-dioic acid (2E)- pent-2-enedioic acid (E)- pent-2-enedioic acid 2- pentene dioic acid (2E)-2- pentenedioic acid 2- pentenedioic acid, (2E)- PubMed: One-pot formation of 2,4-di- or 2,4,6-tri-olefinic monocarboxylic acids by straight chain C4-extension. PubMed: Experimental Evidence of Long-Range Intramolecular Vibrational Energy Redistribution through Eight Covalent Bonds: NIR Irradiation Induced Conformational Transformation of E-Glutaconic Acid. PubMed: Favourable Outcome in Two Pregnancies in a Patient with 3-Hydroxy-3-Methylglutaryl-CoA Lyase Deficiency. PubMed: Metabolic changes in rat serum after administration of suberoylanilide hydroxamic acid and discriminated by SVM. PubMed: Proposed recommendations for diagnosing and managing individuals with glutaric aciduria type I: second revision. PubMed: An Integrated Multi-Omic Approach to Assess Radiation Injury on the Host-Microbiome Axis. PubMed: Clinical and molecular investigation in Chinese patients with glutaric aciduria type I. PubMed: Base-catalyzed bicyclization of dialkyl glutaconates with cinnamoylacetamides: a synthetic strategy for isoquinolinedione derivatives. PubMed: Diagnosis by whole exome sequencing of atypical infantile onset Alexander disease masquerading as a mitochondrial disorder. PubMed: Catalytic asymmetric Tamura cycloadditions. PubMed: Brain MRI findings as an important diagnostic clue in glutaric aciduria type 1. PubMed: Neurotoxic effects of trans-glutaconic acid in rats. PubMed: Diagnosis and management of glutaric aciduria type I--revised recommendations. PubMed: Production of glutaconic acid in a recombinant Escherichia coli strain. PubMed: Effects of structural analogues of the substrate and allosteric regulator of the human mitochondrial NAD(P)+-dependent malic enzyme. PubMed: Efficient synthesis and neuroprotective effect of substituted 1,3-diphenyl-2-propen-1-ones. PubMed: Guideline for the diagnosis and management of glutaryl-CoA dehydrogenase deficiency (glutaric aciduria type I). PubMed: Basidiochrome -- a novel siderophore of the Orchidaceous Mycorrhizal Fungi Ceratobasidium and Rhizoctonia spp. PubMed: Glutaric acid and its metabolites cause apoptosis in immature oligodendrocytes: a novel mechanism of white matter degeneration in glutaryl-CoA dehydrogenase deficiency. PubMed: Vascular dysfunction as an additional pathomechanism in glutaric aciduria type I. PubMed: 99mTc-labeling and in vitro and in vivo evaluation of HYNIC- and (Nalpha-His)acetic acid-modified [D-Glu1]-minigastrin. PubMed: 3-Hydroxyglutaric acid fails to affect the viability of primary neuronal rat cells. PubMed: [Glutaric aciduria type 1: an example of the importance of early detection of so-called cerebral organic aciduria]. PubMed: On the neurotoxicity of glutaric, 3-hydroxyglutaric, and trans-glutaconic acids in glutaric acidemia type 1. PubMed: Plausible molecular mechanism for activation by fumarate and electron transfer of the dopamine beta-mono-oxygenase reaction. PubMed: Hydrogen-bonded complexes of 2-pyridone with centrosymmetric and non-centrosymmetric dicarboxylic acids. PubMed: Induction of the mitochondrial permeability transition in vitro by short-chain carboxylic acids. PubMed: Sensitivity and specificity of free and total glutaric acid and 3-hydroxyglutaric acid measurements by stable-isotope dilution assays for the diagnosis of glutaric aciduria type I. PubMed: 3-Methyl glutaconic aciduria in Iraqi Jewish children may be misdiagnosed as cerebral palsy. PubMed: Nerve cell lesions caused by 3-hydroxyglutaric acid: a possible mechanism for neurodegeneration in glutaric acidaemia I. PubMed: Subdural hemorrhage as an initial sign of glutaric aciduria type 1: a diagnostic pitfall. PubMed: Sodium ion-dependent hydrogen production in Acidaminococcus fermentans. PubMed: Chronic subdural hematoma, as an initial manifestation of glutaric aciduria type-1. PubMed: Organic acid and acylcarnitine profiles of glutaric aciduria type I. PubMed: A biotin-dependent sodium pump: glutaconyl-CoA decarboxylase from Acidaminococcus fermentans. PubMed: 3-hydroxy-3-methylglutaryl-CoA lyase deficiency in an infant with macrocephaly and mild metabolic acidosis. PubMed: The identification of (E)-2-methylglutaconic acid, a new isoleucine metabolite, in the urine of patients with beta-ketothiolase deficiency, propionic acidaemia and methylmalonic acidaemia. PubMed: Glutaconate CoA-transferase from Acidaminococcus fermentans. PubMed: The reversible dehydration of (R)-2-hydroxyglutarate to (E)-glutaconate. PubMed: Glutaric aciduria: clinical and laboratory findings in two brothers. PubMed: Glutaconic acid, a product of the fermentation of glutamic acid by Peptococcus aerogenes.