Chelidonic acid Chemical Properties

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

form 

Solid

pka

1.26±0.40(Predicted)

color 

Gray to brown

Water Solubility 

14.3g/L(25 ºC)

Merck 

13,2060

BRN 

163607

InChIKey

PBAYDYUZOSNJGU-UHFFFAOYSA-N

LogP

-0.746 (est)

CAS DataBase Reference

99-32-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

UP7350000

HS Code 

29329990

MSDS

• Language:English Provider:Chelidonic acid
• Language:English Provider:SigmaAldrich

Chelidonic acid Usage And Synthesis

Configuration Method

Chelidonic acid is supplied as a crystalline solid. A stock solution may be made by dissolving thechelidonic acid in the solvent of choice, which should be purged with an inert gas. Chelidonic acid is soluble in the organic solvent DMSO at approximately 1 mg/ml concentration. Chelidonic acid is sparingly soluble in aqueous buffers. For maximum solubility in aqueous buffers,chelidonic acid should first be dissolved in DMSO and then diluted with the aqueous buffer of choice. Chelidonic acid has a solubility of approximately 0.14 mg/ml in a 1:6 solution of DMSO: PBS(pH 7.2) using this method. We do not recommend storing the aqueous solution for more than one day.

Uses

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.]

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