trans-Aconitic acid
| Catalog Number | Size | Price | Stock | Quantity |
|---|---|---|---|---|
| BPM-316419 | 250 g | $799 | In stock |
Product Information
Molecular Formula
C6H6O6
Molecular Weight
174.11
Description
trans-Aconitic acid is an intermediate in the isomerization of citrate and isocitrate in the citric acid cycle.
Synonyms
(1E)-prop-1-ene-1,2,3-tricarboxylic acid; trans-Aconitate; trans-Propene-1,2,3-tricarboxylic acid
IUPAC Name
(E)-prop-1-ene-1,2,3-tricarboxylic acid
SMILES
C(C(=CC(=O)O)C(=O)O)C(=O)O
InChI
InChI=1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/b3-1+
InChI Key
GTZCVFVGUGFEME-HNQUOIGGSA-N
Boiling Point
542.6 °C at 760 mmHg
Melting Point
190 °C
Purity
98%
Density
1.66 g/cm3
Solubility
1 g dissolves in 5.5 ml water at 13 °c, 2 ml at 25 °c; sol in 2 parts 88% alcohol at 12 °c; slightly sol in ether
Appearance
White to Off-white Powder
Application
Naturally present in the leaves and tubers of beet root, sugar cane, and other plants; Used as a plasticizer for buna rubber and plastics and to make itaconic acid;; Used as a flavor, antioxidant, and in the preparation of plasticizers and wetting agents.
Storage
Store at RT.
Refractive Index
1.5860 (estimate)
LogP
-0.44330
Decomposition
When heated to decomp ... Emits acrid smoke
Dissociation Constants
K1 AT 25 °C= 1.58X10-3; K2= 3.5X10-5
Safety Information
Hazards
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
Causes skin irritation.
H319:
Causes serious eye irritation.
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
XLogP3
-1
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
4
Exact Mass
174.01643791 g/mol
Monoisotopic Mass
174.01643791 g/mol
Topological Polar Surface Area
112Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
251
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
1
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114058003-A | Double metal cyanide catalyst convenient to separate and preparation method thereof | 2021-12-06 |
| CN-114085370-A | Poly (carbonate-ether) polyol dispersant, high-stability polymer polyol and preparation method thereof | 2021-12-06 |
| CN-113999807-A | Construction method of recombinant strain and application of recombinant strain in production of itaconic acid | 2021-11-02 |
| CN-113793646-A | Spectral image unmixing method based on weighted nonnegative matrix decomposition and application thereof | 2021-09-29 |
| CN-113817223-A | Aconitate polyvinyl chloride plasticizer and preparation method and application thereof | 2021-08-30 |
| CN-113447657-A | Detection kit for detecting anti-aconitate hydratase-IgG antibody | 2021-07-01 |
| CN-113539478-A | Metabolic omics-based deep vein thrombosis prediction model establishing method | 2021-06-24 |
| CN-113521302-A | Multi-arm polyethylene glycol-blocked macroporous silicon peptide nano controlled release system, preparation and application | 2021-06-21 |
| CN-113209067-A | Application of itaconic acid in preparation of medicine for treating or relieving allergic airway inflammation diseases | 2021-05-20 |
| CN-113416300-A | Polyester resin and preparation method and application thereof | 2021-05-19 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 23571415 | 2013-06-01 | Structure-based identification of OATP1B1/3 inhibitors | Molecular pharmacology |
| 22768978 | 2012-08-03 | Analysis of urinary metabolic signatures of early hepatocellular carcinoma recurrence after surgical removal using gas chromatography-mass spectrometry | Journal of proteome research |
| 22816308 | 2012-06-01 | Cis-aconitic anhydride ethyl ester and phenolic compounds from the seeds of Alisma orientale | Natural product communications |
| 21695416 | 2011-10-01 | Metabolomic profiling of the autosomal dominant polycystic kidney disease rat model | Clinical and experimental nephrology |
| 20647021 | 2011-07-10 | Biochemical characterisation of aconitase from Corynebacterium glutamicum | Journal of biotechnology |
| 21626887 | 2011-04-01 | [Analysis of transporter function and development to clinical application] | Seikagaku. The Journal of Japanese Biochemical Society |
| 21673915 | 2011-01-01 | Preliminary study of conformation and drug release mechanism of doxorubicin-conjugated glycol chitosan, via cis-aconityl linkage, by molecular modeling | International journal of molecular sciences |
| 20637578 | 2010-12-15 | Antiedematogenic activity and phytochemical composition of preparations from Echinodorus grandiflorus leaves | Phytomedicine : international journal of phytotherapy and phytopharmacology |
| 21506489 | 2010-11-01 | Effects of nitrogen treatments and harvesting stages on the aconitic acid, invert sugar and fiber in sweet sorghum cultivars | Journal of environmental biology |
| 20461508 | 2010-08-01 | Enhancing itaconic acid production by Aspergillus terreus | Applied microbiology and biotechnology |
