Chelidonic acid
Chelidonic acid structure
|
Common Name | Chelidonic acid | ||
|---|---|---|---|---|
| CAS Number | 99-32-1 | Molecular Weight | 184.10 | |
| Density | 1.821 g/cm3 | Boiling Point | 471.3ºC at 760 mmHg | |
| Molecular Formula | C7H4O6 | Melting Point | 265 °C (dec.)(lit.) | |
| MSDS | Chinese USA | Flash Point | 204.1ºC | |
| Symbol |
GHS07 |
Signal Word | Warning | |
Use of Chelidonic acidChelidonic 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 |
|---|---|
| Synonym | More Synonyms |
| 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 |
| 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
HEALTH HAZARD DATAACUTE TOXICITY DATA
|
| 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 |
|
~88%
Chelidonic acid CAS#: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 |
|
~84%
Chelidonic acid CAS#:99-32-1 |
| Literature: Gan, Xin-Min; Paine, Robert T.; Duesler, Eileen N.; Noeth, Heinrich Dalton Transactions, 2003 , # 1 p. 153 - 159 |
|
~%
Chelidonic acid CAS#:99-32-1 |
| Literature: Organic Letters, , vol. 13, # 12 p. 3194 - 3197 |
|
~%
Chelidonic acid CAS#:99-32-1 |
| Literature: Bulletin de la Societe Chimique de France, , vol. <4> 53, p. 565,569 |
| Precursor 5 | |
|---|---|
| DownStream 10 | |
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CAS#: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% |
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Chelidonic acid and other conformationally restricted substrate analogues as inhibitors of rat brain glutamate decarboxylase.
Biochem. Pharmacol. 34 , 4145-4150, (1985) Twenty conformationally restricted analogues of glutamate including benzoic acids, hydroxy-benzoic acids, pyridine dicarboxylic acids, and pyran dicarboxylic acids were tested as inhibitors of glutama... |
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Purification and characterization of dihydrodipicolinate synthase from pea.
Plant Physiol. 98(3) , 813-821., (1992) Dihydrodipicolinate synthase (EC 4.2.1.52), the first enzyme unique to lysine biosynthesis in bacteria and higher plants, has been purified to homogeneity from etiolated pea (Pisum sativum) seedlings ... |
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Tracer studies with 13C-labeled carbohydrates in cultured plant cells. Retrobiosynthetic analysis of chelidonic acid biosynthesis.
Phytochemistry 57(1) , 33-42, (2001) The biosynthesis of chelidonic acid was studied in cell suspension cultures of Leucojum aestivum. Cell cultures were supplied with [U-13C]glucose, [l-13C]glucose or [U-13Cs]ribose/ribulose in standard... |
| 4-oxopyran-2,6-dicarboxylic acid |
| EINECS 202-749-0 |
| MFCD00006577 |
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