4-Carboxy-2-hydroxy-cis,cis-muconate 6-semialdehyde

Base Information

• Chemical Name: 4-Carboxy-2-hydroxy-cis,cis-muconate 6-semialdehyde
• CAS No.: 28345-81-5
• Molecular Formula: C₇H₆O₆
• Molecular Weight: 186.121
• Metabolomics Workbench ID: 51137
• Wikidata: Q76280937
• Mol file: 28345-81-5.mol

Synonyms:4-Carboxy-2-hydroxy-cis,cis-muconate 6-semialdehyde;28345-81-5;(E)-2-[(E)-2-Hydroxyethenyl]-4-oxopent-2-enedioic acid;4-Carboxy-2-hydroxymuconate semialdehyde;(E)-2-((E)-2-Hydroxyethenyl)-4-oxopent-2-enedioic acid;(2E,4E)-2-hydroxy-4-(2-oxoethylidene)pent-2-enedioic acid;2-hydroxy-4-carboxymuconate semialdehyde;C04484;SCHEMBL18333471;CHEBI:18046

Chemical Property of 4-Carboxy-2-hydroxy-cis,cis-muconate 6-semialdehyde

Chemical Property:

• Vapor Pressure: 1.58E-06mmHg at 25°C
• Boiling Point: 371.2°C at 760 mmHg
• Flash Point: 192.5°C
• Density: 1.618g/cm³
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 186.01643791
• Heavy Atom Count: 13
• Complexity: 298

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=CO)C(=CC(=O)C(=O)O)C(=O)O
• Isomeric SMILES: C(=C/O)\C(=C/C(=O)C(=O)O)\C(=O)O

Technology Process of 4-Carboxy-2-hydroxy-cis,cis-muconate 6-semialdehyde

There total 3 articles about 4-Carboxy-2-hydroxy-cis,cis-muconate 6-semialdehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

3,4-Dihydroxybenzoic acid (99-50-3) → γ-Carboxy-α-hydroxymuconic semialdehyde (28345-81-5)

Guidance literature:

With mycelia of Aspergillus niger (AG-1); at 37 ℃; for 5h; Microbiological reaction;

DOI:10.1007/BF00702300

Reference yield:

3,4-Dihydroxybenzoic acid (99-50-3) → γ-Carboxy-α-hydroxy-muconsaeure-semialdehyd (4-Carboxy-2-hydroxy-6-oxo-cis,cis-hexa-2,4-dien-saeure-(1)) (57991-38-5,28345-81-5)

Guidance literature:

protocatechuate 4,5-dioxygenase (from Pseudomonas sp. RW₃₁); Enzyme kinetics; Enzymatic reaction;

DOI:10.1007/BF00695215

Reference yield:

→ γ-Carboxy-α-hydroxy-muconsaeure-semialdehyd (4-Carboxy-2-hydroxy-6-oxo-cis,cis-hexa-2,4-dien-saeure-(1)) (57991-38-5,28345-81-5)

Guidance literature:

Protocatechinsaeure durch Abbau mit Extrakten aus Pseudomonas D1;

upstream raw materials:

3,4-Dihydroxybenzoic acid

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