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Dayang Chem (Hangzhou) Co., Ltd.
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Zhejiang Hangyu API Co., Ltd
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99-32-1

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: 2024-01-02 18:44:47
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	Signaling Pathways >> Apoptosis >> Caspase Research Areas >> Inflammation/Immunology
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
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

67-64-1

~88%

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

~84%

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

99-32-1

Literature: Organic Letters, , vol. 13, # 12 p. 3194 - 3197

7647-01-0

68854-18-2

99-32-1

Literature: Bulletin de la Societe Chimique de France, , vol. <4> 53, p. 565,569

Precursor 5
95-92-1 67-64-1 68854-18-2 105-50-0
7647-01-0
DownStream 10
1120-93-0 1120-94-1 4722-94-5 5371-70-0
293294-71-0 502-50-1 499-05-8 499-51-4
19872-91-4 79-49-2

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%

99-32-1	503072-63-7
499-51-4	71083-59-5
138-60-3	6003-94-7
2432-85-1	2432-81-7
2432-46-4	11043-91-7