(Z)-aconitic acid
cis-aconitic acid
Identification
| Name | (Z)-aconitic acid |
| IUPAC | (Z)-prop-1-ene-1,2,3-tricarboxylic acid |
| CAS Number | 585-84-2 |
| EINECS | 209-564-4 |
| FDA UNII | OF5471ZHRR |
| Molecular Formula | C6 H6 O6 |
| Molecular Weight | 174.10902000 |
| MDL Number | MFCD00063184 |
| Nikkaji Number | J37.488A |
| Beilstein | 1725829 |
Regulatory
| FDA/DG SANTE Petitions, Reviews, Notices | 184.1007 |
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 SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavoring agents |
| Recommendation for (Z)-aconitic acid usage levels up to | not for fragrance use. |
| Recommendation for (Z)-aconitic acid flavor usage levels up to | 25.0000 ppm in the finished product. |
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Potential Uses
Natural Occurrence
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.