Chelidonic acid
Configuration Method- Product Name
- Chelidonic acid
- CAS No.
- 99-32-1
- Chemical Name
- Chelidonic acid
- Synonyms
- AI3-19253;JERVA ACID;γ-Pyrone-2;jervaicacid;compoundxi*;JERVASIC ACID;AKOS AUF02028;Baiqu Cai Acid;CHELIDONIC ACID;Chelidonic acid 98%
- CBNumber
- CB9441381
- Molecular Formula
- C7H4O6
- Formula Weight
- 184.1
- MOL File
- 99-32-1.mol
Chelidonic acid Property
- 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)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 382272
- Product name
- Chelidonic acid
- Purity
- 98%
- Packaging
- 5g
- Price
- $139.3
- Updated
- 2025/07/31
- Product number
- 382272
- Product name
- Chelidonic acid
- Purity
- 98%
- Packaging
- 25g
- Price
- $441.7
- Updated
- 2025/07/31
- Product number
- E588808
- Product name
- 4-Oxo-4h-pyran-2,6-dicarboxylicAcid
- Packaging
- 500mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- E588808
- Product name
- 4-Oxo-4h-pyran-2,6-dicarboxylicAcid
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- C7060
- Product name
- Chelidonic acid
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
Chelidonic acid Chemical Properties,Usage,Production
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.
Synthesis
95-92-1
67-64-1
99-32-1
A modified literature method was used to synthesize betulinic acid from diethyl oxalate and acetone. The steps were as follows: in a typical experiment, sodium ethoxide (69.4 g, 1.02 mol) was suspended in ethanol (300 mL). After stirring at 60 °C for 45 min, a mixed solution of anhydrous acetone (29 g, 38 mL, 0.5 mol) and diethyl oxalate (155 g, 144 mL, 1.06 mol) was slowly added dropwise. After the dropwise addition, the reaction temperature was maintained at 60 °C and the reaction continued to be stirred for 14 hours. Subsequently, 37% aqueous hydrochloric acid solution (230 mL) and water (100 mL) were added to the reaction mixture and the reaction was stirred for 24 h. After 24 h, about half of the aqueous ethanol was evaporated under reduced pressure, and water (300 mL) and 37% aqueous hydrochloric acid solution (60 mL) were then added to the remaining mixture, and the stirring was continued at 50 °C for 20 h. The reaction was completed by filtration and the mixture was collected. Upon completion of the reaction, the resulting solid was collected by filtration and washed sequentially with water and acetone. The resulting solid was recrystallized using activated carbon in boiling water. The filtrate was allowed to stand at room temperature until crystals precipitated. The white crystals were collected and dried under vacuum to give the final target product leucocholic acid (42.3 g, 46% yield).
in vivo
Chelidonic acid (0.2, 2 mg/kg p.o.) attenuates allergic reaction induced by ovalbumin in mice[3].
IC 50
NF-κB; Caspase-1; Glutamate decarboxylase: 1.2 μM (Ki)
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.]
References
[1] Synthetic Communications, 1999, vol. 29, # 21, p. 3719 - 3731
[2] European Journal of Inorganic Chemistry, 2013, # 19, p. 3323 - 3333
[3] Tetrahedron, 2015, vol. 71, # 33, p. 5321 - 5336
[4] Dalton Transactions, 2017, vol. 46, # 16, p. 5229 - 5239
[5] Journal of Organic Chemistry, 1952, vol. 17, p. 1492
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View Lastest Price from Chelidonic acid manufacturers
- Product
- Chelidonic acid 99-32-1
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 1000KG
- Release date
- 2024-08-25
- Product
- 4-oxo-4H-pyran-2,6-dicarboxylic acid 99-32-1
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98.8%
- Supply Ability
- 100 tons
- Release date
- 2022-02-18
- Product
- Chelidonic acid 99-32-1
- Price
- US $0.00/g
- Min. Order
- 1g
- Purity
- 99.5%min
- Supply Ability
- 20kg/week
- Release date
- 2019-10-28