Chelidonic acid
Synonym(s):4-Oxo-4H-pyran-2,6-dicarboxylic acid
- CAS NO.:99-32-1
- Empirical Formula: C7H4O6
- Molecular Weight: 184.1
- MDL number: MFCD00006577
- EINECS: 202-749-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-07 21:39:59
What is Chelidonic acid?
The Uses of Chelidonic acid
Chelidonic acid is suitable for use a in homogeneous preparation of native dihydrodipicolinate synthase from pea. It may be used as endocyclic oxygen-containing ligand in the synthesis of aqua[bis(2-pyridylmethyl)amine][chelidonato(1.5-)]-copper(II) chelidonate(0.5-) monohydrate.
Definition
ChEBI: Chelidonic acid is a carbonyl compound and a member of pyrans.
General Description
Chelidonic acid (CA) is a γ-pyrone. It is reported as constituent of the rhizome of Chelidonium majus L. It has many pharmacological effects, such as mild analgesic and antimicrobial effects. Therapeutic potential of CA for the treatment of intestinal inflammation has been investigated. CA is reported as inhibitor of the rat brain glutamate decarboxylase. Biosynthesis of CA in cell suspension cultures of Leucojum aestivum has been studied.
Purification Methods
The acid crystallises from aqueous EtOH. Dry it first at 100o/2hours, then at 160o to constant weight to remove water of crystallisation. It decarboxylates at 220-230o in a vacuum. [Riegel & Zwilgmeyer Org Synth Coll Vol II 126 1943, Beilstein 18 H 490, 18/8 V 646.]
Properties of Chelidonic acid
Melting point: | 265 °C (dec.) (lit.) |
Boiling point: | 238.02°C (rough estimate) |
Density | 1.4880 (rough estimate) |
refractive index | 1.5600 (estimate) |
storage temp. | 2-8°C |
solubility | DMSO: 1 mg/ml; DMSO:PBS (pH 7.2) (1:6): 0.14 mg/ml |
pka | 1.26±0.40(Predicted) |
form | Solid |
form | neat |
color | Gray to brown |
Water Solubility | 14.3g/L(25 ºC) |
Merck | 13,2060 |
BRN | 163607 |
CAS DataBase Reference | 99-32-1(CAS DataBase Reference) |
Safety information for Chelidonic acid
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Chelidonic acid
InChIKey | PBAYDYUZOSNJGU-UHFFFAOYSA-N |
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