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99-32-1

99-32-1 structure
99-32-1 structure
  • Name: Chelidonic acid
  • Chemical Name: Chelidonic Acid
  • CAS Number: 99-32-1
  • Molecular Formula: C7H4O6
  • Molecular Weight: 184.10
  • Catalog: Biochemical Plant extracts
  • Create Date: 2018-09-10 19:22:20
  • Modify Date: 2025-08-25 11:16:52
  • 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[1]. Chelidonic acid is a glutamate decarboxylase inhibitor, with a Ki of 1.2 μM[2].
Name Chelidonic Acid
Synonyms 4-oxopyran-2,6-dicarboxylic acid
EINECS 202-749-0
MFCD00006577
Description 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[1]. Chelidonic acid is a glutamate decarboxylase inhibitor, with a Ki of 1.2 μM[2].
Related Catalog
Target

NF-κB

Caspase-1

Glutamate decarboxylase:1.2 μM (Ki)

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[1]. Chelidonic acid (0.1-10 μM) decreases caspase-1 activation, nuclear NF-κB activation, and increases cytosol NF-κB activation[1]. 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[2].
In Vivo Chelidonic acid (0.2, 2 mg/kg p.o.) attenuates allergic reaction induced by ovalbumin in mice[3].
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.
Density 1.821 g/cm3
Boiling Point 471.3ºC at 760 mmHg
Melting Point 265 °C (dec.)(lit.)
Molecular Formula C7H4O6
Molecular Weight 184.10
Flash Point 204.1ºC
Exact Mass 184.00100
PSA 104.81000
LogP 0.03620
Storage condition 2-8°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UP7350000
CHEMICAL NAME :
4H-Pyran-2,6-dicarboxylic acid, 4-oxo-
CAS REGISTRY NUMBER :
99-32-1
BEILSTEIN REFERENCE NO. :
0163607
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C7-H4-O6
MOLECULAR WEIGHT :
184.11
WISWESSER LINE NOTATION :
T6O DVJ BVQ FVQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CBCCT* "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. (National Academy of Science Library, 2101 Constitution Ave., NW, Washington, DC 20418) Volume(issue)/page/year: 6,54,1954
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi: Irritant;
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS UP7350000
HS Code 2932999099
95-92-1 structure

95-92-1

67-64-1 structure

67-64-1

~88%

99-32-1 structure

99-32-1

Literature: Terazzi, Emmanuel; Zaim, Amir; Bocquet, Bernard; Varin, Johan; Guenee, Laure; Dutronc, Thibault; Lemonnier, Jean-Francois; Floquet, Sebastien; Cadot, Emmanuel; Heinrich, Benoit; Donnio, Bertrand; Piguet, Claude European Journal of Inorganic Chemistry, 2013 , # 19 p. 3323 - 3333
68854-18-2 structure

68854-18-2

~84%

99-32-1 structure

99-32-1

Literature: Gan, Xin-Min; Paine, Robert T.; Duesler, Eileen N.; Noeth, Heinrich Dalton Transactions, 2003 , # 1 p. 153 - 159
105-50-0 structure

105-50-0

~%

99-32-1 structure

99-32-1

Literature: Organic Letters, , vol. 13, # 12 p. 3194 - 3197
7647-01-0 structure

7647-01-0

68854-18-2 structure

68854-18-2

~%

99-32-1 structure

99-32-1

Literature: Bulletin de la Societe Chimique de France, , vol. <4> 53, p. 565,569
HS Code 2932999099
Summary 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%
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