Chelidonic acid

Chelidonic acid is a component of Chelidonium majus L., used as a mild analgesic, an antimicrobial, an acentral nervous system sedative. Chelidonic acid also shows anti-inflammatory activity. Chelidonic acid has potential to inhibit IL-6 production by blocking NF-κB and caspase-1. Chelidonic acid is a glutamate decarboxylase inhibitor, with a Ki of 1.2 μM.

Product information

CAS Number: 99-32-1

Molecular Weight: 184.10

Formula: C7H4O6

Chemical Name: 4-oxo-4H-pyran-2, 6-dicarboxylic acid

Smiles: OC(=O)C1=CC(=O)C=C(O1)C(O)=O

InChiKey: PBAYDYUZOSNJGU-UHFFFAOYSA-N

InChi: InChI=1S/C7H4O6/c8-3-1-4(6(9)10)13-5(2-3)7(11)12/h1-2H,(H,9,10)(H,11,12)

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO : 25 mg/mL (135.80 mM; Need ultrasonic) H2O : 2.5 mg/mL (13.58 mM; Need ultrasonic)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥360 days if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Chelidonic acid dose-dependently decreases IL-6 production at 0.1-10 μM, inhibits expression of IL-6 mRNA at 1-10 μM. Chelidonic acid (0.1-10 μM) decreases caspase-1 activation, nuclear NF-κB activation, and increases cytosol NF-κB activation. Chelidonic acid is a glutamate decarboxylase inhibitor, with a Ki of 1.2 μM. Chelidonic acid does not promote formation of apoenzyme or react with free pyridoxal-P.

In Vivo:

Chelidonic acid (0.2, 2 mg/kg p.o.) attenuates allergic reaction induced by ovalbumin in mice.

References:

1. Shin HJ, et al. Inhibitory effects of chelidonic acid on IL-6 production by blocking NF-κB and caspase-1 in HMC-1 cells. Immunopharmacol Immunotoxicol. 2011 Dec;33(4):614-9.
2. Porter TG, et al. Chelidonic acid and other conformationally restricted substrate analogues as inhibitors of rat brain glutamate decarboxylase. Biochem Pharmacol. 1985 Dec 1;34(23):4145-50.
3. Oh HA, et al. Beneficial effects of chelidonic acid on a model of allergic rhinitis. Send to Int Immunopharmacol. 2011 Jan;11(1):39-45.

Products are for research use only. Not for human use.