(Z)-aconitic acid

cis-aconitic acid

CAS: 585-84-2 C6 H6 O6 MW: 174.10902000 winey

Identification

Name(Z)-aconitic acid
IUPAC(Z)-prop-1-ene-1,2,3-tricarboxylic acid
CAS Number585-84-2
EINECS209-564-4
FDA UNIIOF5471ZHRR
Molecular FormulaC6 H6 O6
Molecular Weight174.10902000
MDL NumberMFCD00063184
Nikkaji NumberJ37.488A
Beilstein1725829

Regulatory

FDA/DG SANTE Petitions, Reviews, Notices184.1007

Physical Properties

Appearance colorless to yellow crystals (est)
Assay 98.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 122.00 °C. @ 760.00 mm Hg
Boiling Point 542.00 to 543.00 °C. @ 760.00 mm Hg
Flash Point 564.00 °F. TCC ( 295.56 °C. )
logP (o/w) -0.140
Shelf Life 8.00 month(s) or longer if stored properly.
Storage refrigerate in tightly sealed containers.
Soluble in alcohol
Similar Items note

Organoleptic Properties

Odor Strength none
Odor Description at 100.00 %.
Taste Description wine acid

Safety Information

Preferred SDSView
European informationMost important hazard(s):
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

Categoryflavoring agents
Recommendation for (Z)-aconitic acid usage levels up tonot for fragrance use.
Recommendation for (Z)-aconitic acid flavor usage levels up to25.0000 ppm in the finished product.

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Potential Uses

FL wine

Natural Occurrence

apple fruit PMC maple syrup PMC passion fruit juice soybean root

Synonyms

cis-oxalo acetic acid cis- aconic acid cis- aconitic acid (1Z)- prop-1-ene-1,2,3-tricarboxylic acid (Z)- prop-1-ene-1,2,3-tricarboxylic acid 1,cis-2,3- propene tricarboxylic acid (1Z)- propene-1,2,3-tricarboxylic acid (1Z)-1- propene-1,2,3-tricarboxylic acid (Z)-1- propene-1,2,3-tricarboxylic acid cis- propene-1,2,3-tricarboxylic acid cis-1- propene-1,2,3-tricarboxylic acid 1- propene-1,2,3-tricarboxylic acid, (1Z)- 1- propene-1,2,3-tricarboxylic acid, (Z)- 1- propene-1,2,3-tricarboxylic acid, cis- 1,cis-2,3- propenetricarboxylic acid cis-1 2 3- propenetricarboxylic acid PubMed: The urinary metabolomics profile of an Italian autistic children population and their unaffected siblings. PubMed: Metabonomic analysis of the toxic effects of TM208 in rat urine by HPLC-ESI-IT-TOF/MS. PubMed: A HPLC-Q-TOF-MS-based urinary metabolomic approach to identification of potential biomarkers of metabolic syndrome. PubMed: Urinary loss of tricarboxylic acid cycle intermediates as revealed by metabolomics studies: an underlying mechanism to reduce lipid accretion by whey protein ingestion? PubMed: Biochemistry of microbial itaconic acid production. PubMed: Metabolic profiling reveals sphingosine-1-phosphate kinase 2 and lyase as key targets of (phyto-) estrogen action in the breast cancer cell line MCF-7 and not in MCF-12A. PubMed: Insights on the chemical basis of the astringency of Spanish red wines. PubMed: Metabolic profiling and predicting the free radical scavenging activity of guava (Psidium guajava L.) leaves according to harvest time by 1H-nuclear magnetic resonance spectroscopy. PubMed: Urinary metabonomics study in a rat model in response to protein-energy malnutrition by using gas chromatography-mass spectrometry and liquid chromatography-mass spectrometry. PubMed: Characterization of taste-active fractions in red wine combining HPLC fractionation, sensory analysis and ultra performance liquid chromatography coupled with mass spectrometry detection. PubMed: Flavonoid glucuronides and a chromone from the aquatic macrophyte Stratiotes aloides. PubMed: [Metabonomic profiling of plasma metabolites in Wistar rats to study the effect of aging by means of GC/TOFMS-based techniques]. PubMed: A novel monoclonal antibody specific to peptide pdnaelvlltlgqawqg. PubMed: Biotechnological production of itaconic acid and its biosynthesis in Aspergillus terreus. PubMed: Abnormal tricarboxylic acid cycle metabolites in isovaleric acidaemia. PubMed: Preparation and characterization of a novel monoclonal antibody specific to human CAD protein. PubMed: Cloning and functional characterization of the cis-aconitic acid decarboxylase (CAD) gene from Aspergillus terreus. PubMed: Metabonomic analysis of hepatitis B virus-induced liver failure: identification of potential diagnostic biomarkers by fuzzy support vector machine. PubMed: Bacillus decisifrondis sp. nov., isolated from soil underlying decaying leaf foliage. PubMed: [Simultaneous determination of twenty-one organic acids in food by ion chromatography with eluent autogeneration]. PubMed: Detection of new fumonisin mycotoxins and fumonisin-like compounds by reversed-phase high-performance liquid chromatography/electrospray ionization ion trap mass spectrometry. PubMed: Purification and characterization of cis-aconitic acid decarboxylase from Aspergillus terreus TN484-M1. PubMed: HPMA copolymers with pH-controlled release of doxorubicin: in vitro cytotoxicity and in vivo antitumor activity. PubMed: The methylcitric acid pathway in Ralstonia eutropha: new genes identified involved in propionate metabolism. PubMed: [The use of liposomal form of phenylimide of cis-aconitic acid in herpes therapy]. PubMed: Lactoferrin. Antiviral activity of lactoferrin. PubMed: Antiviral effects of milk proteins: acylation results in polyanionic compounds with potent activity against human immunodeficiency virus types 1 and 2 in vitro. PubMed: Immunotargeting of daunomycin to localized and metastatic human colon adenocarcinoma in athymic mice. PubMed: Erythrocyte membrane-bound daunorubicin as a delivery system in anticancer treatment. PubMed: Genetic mapping, distribution, and properties of an aconitase isozyme in Anopheles albimanus (Diptera:Culicidae). PubMed: [The significance of the cis-aconitic acid for the biological inactivation of the 3,4-benzopyrene cancerogenesis (author's transl)]. PubMed: Transport of tricarboxylic acids in Salmonella typhimurium. PubMed: alpha-Methyl-cis-aconitic acid. Aconitase substrate. II. Substrate properties and aconitase mechanism. PubMed: Alpha-methyl-cis-aconitic acid, cis-aconitase substrate. I. Synthesis. PubMed: Isolation of trans-Aconitic Acid from the Moss Mnium affine. PubMed: Biosynthesis of itaconic acid in Aspergillus terreus. III. The properties and reaction mechanism of cis-aconitic acid decarboxylase. PubMed: [Colorimetric microdetermination of citric acid and of cis-aconitic acid]. PubMed: The effect of pH on the stability of cis-aconitic acid in dilute solution.