Chelidonic Acid

• CAS: 99-32-1
• Catalog Number: ACM99321
• Category: Inhibitors
• Molecular Weight: 184.10
• Molecular Formula: C7H4O6
• Description: Chelidonic acid is a component of Chelidonium majus L., used as an antimicrobial. 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.
• Synonyms: 4-oxopyran-2,6-dicarboxylic acid
• IUPAC Name: 4-oxopyran-2,6-dicarboxylic acid
• Canonical SMILES: C1=C(OC(=CC1=O)C(=O)O)C(=O)O
• InChI Key: PBAYDYUZOSNJGU-UHFFFAOYSA-N
• Boiling Point: 471.3ºC at 760 mmHg
• Melting Point: 265ºC (dec.)
• Flash Point: 204.1ºC
• Density: 1.821 g/cm³
• EC Number: 202-749-0
• Exact Mass: 184.00100
• Hazard Statements: Xi: Irritant
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Safety Description: 26-36
• WGK Germany: 3

Custom Q&A

What is the molecular formula of chelidonic acid?

The molecular formula of chelidonic acid is C7H4O6.

What is the molecular weight of chelidonic acid?

The molecular weight of chelidonic acid is 184.10 g/mol.

What are some synonyms for chelidonic acid?

Some synonyms for chelidonic acid include 4-OXO-4H-PYRAN-2,6-DICARBOXYLIC ACID, Jervaic acid, and Jerva acid.

Where is chelidonic acid found in nature?

Chelidonic acid is found in Zea mays, Leucojum aestivum, and other organisms.

What is the IUPAC name of chelidonic acid?

The IUPAC name of chelidonic acid is 4-oxopyran-2,6-dicarboxylic acid.

What is the InChI of chelidonic acid?

The InChI of chelidonic acid is 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).

What is the InChIKey of chelidonic acid?

The InChIKey of chelidonic acid is PBAYDYUZOSNJGU-UHFFFAOYSA-N.

What is the canonical SMILES of chelidonic acid?

The canonical SMILES of chelidonic acid is C1=C(OC(=CC1=O)C(=O)O)C(=O)O.

What is the CAS number of chelidonic acid?

The CAS number of chelidonic acid is 99-32-1.

What is the European Community (EC) number of chelidonic acid?

The European Community (EC) number of chelidonic acid is 202-749-0.

Synthetic Use

Downstream Synthesis Route 1

• 99-32-1

• 2081-44-9

Reference: [1] Bulletin de la Societe Chimique de France, 1950, p. 40,42

Downstream Synthesis Route 2

• 99-32-1

• 108-97-4

Reference: [1] Synthetic Communications, 1992, vol. 22, # 5, p. 755 - 759
[2] Tetrahedron, 2000, vol. 56, # 31, p. 5687 - 5698
[3] Bulletin de la Societe Chimique de France, 1950, p. 40,42
[4] Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy, 1986, vol. 42, # 4, p. 473 - 486

Downstream Synthesis Route 3

• 99-32-1

• 29943-42-8

Reference: [1] Bulletin de la Societe Chimique de France, 1950, p. 40,42

Downstream Synthesis Route 4

• 99-32-1

• 108-97-4

Reference: [1]Synthetic Communications,1992,vol. 22,p. 755 - 759
[2]Tetrahedron,2000,vol. 56,p. 5687 - 5698
[3]Bulletin de la Societe Chimique de France,1950,p. 40,42
[4]Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy,1986,vol. 42,p. 473 - 486

Downstream Synthesis Route 5

• 99-32-1

• 499-05-8

Reference: [1]Monatshefte fur Chemie,1885,vol. 6,p. 281

Downstream Synthesis Route 6

• 99-32-1

• 499-51-4

Reference: [1]Gan, Xin-Min; Paine, Robert T.; Duesler, Eileen N.; Noeth, Heinrich
[Dalton Transactions, 2003, # 1, p. 153 - 159]

* For details of the synthesis route, please refer to the original source to ensure accuracy.