478-60-4

Basic information

• Product Name: citromycetin
• Synonyms: 8,9-Dihydroxy-2-methyl-4-oxo-4H,5H-pyrano[3,2-c][1]benzopyran-10-carboxylic acid;8,9-dihydroxy-2-methyl-4-oxo-5H-pyrano[3,2-c]chromene-10-carboxylic acid;8,9-dihydroxy-4-keto-2-methyl-5H-pyrano[3,2-c]chromene-10-carboxylic acid
• CAS NO: 478-60-4
• Molecular Formula: C14H10O7
• Molecular Weight: 290.23
• Product Categories: Plant Oils, Toxins, Phenolic Acids & Derivatives
• Mol File: 478-60-4.mol

Chemical Properties

• Boiling Point: 669.1°Cat760mmHg
• Flash Point: 260.9°C
• Appearance: /
• Density: 1.73g/cm³
• Vapor Pressure: 8.16E-19mmHg at 25°C
• Refractive Index: 1.736
• CAS DataBase Reference: citromycetin(CAS DataBase Reference)
• NIST Chemistry Reference: citromycetin(478-60-4)
• EPA Substance Registry System: citromycetin(478-60-4)

Safety Data

• Hazardous Substances Data: 478-60-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Citromycetin is used as an antibacterial agent for its effectiveness against Gram-positive bacteria. Its potential applications in modern medicine have been limited due to the lack of activity against other types of infections and diseases.
Citromycetin is used as a research tool for studying the mechanisms of action and resistance against Gram-positive bacteria, which can contribute to the development of new antibiotics and treatment strategies for bacterial infections.

InChI:InChI=1/C14H10O7/c1-5-2-7(15)6-4-20-9-3-8(16)12(17)11(14(18)19)10(9)13(6)21-5/h2-3,16-17H,4H2,1H3,(H,18,19)

Upstream product

• 101905-34-4 O,O-dimethylcitromycetin 
• 101905-32-2 8,9-dimethoxy-2-methyl-10-(prop-1-enyl)pyrano<3,2-c><1>-benzopyran-4(5H)-one 
• 101905-33-3 8,9-dimethoxy-2-methyl-4-oxo-4H,5H-pyrano<3,2-c><1>-benzopyran-10-carbaldehyde 
• 101905-31-1 3-chloromethyl-2-<6-hydroxy-3,4-dimethoxy-2-(prop-1-enyl)phenyl>-6-methyl-4H-pyran-4-one 
• 101905-30-0 2-<6-benzyloxy-3,4-dimethoxy-2-(prop-1-enyl)phenyl>-3-chloromethyl-6-methyl-4H-pyran-4-one 
• 101923-12-0 1-<6'-benzyloxy-3',4'-dimethoxy-2'-(prop-1-enyl)phenyl>-4-(2-methyl-1,3-dioxolan-2-yl)-2-methylenebutane-1,3-dione 
• 95730-77-1 1-<6-benzyloxy-3,4-dimethoxy-2-(prop-1-enyl)phenyl>-4-(2-methyl-1,3-dioxolan-2-yl)-2-(methylsulphinylmethyl)butane-1,3-dione 

Downstream Products

• 37209-30-6 citromycin 

Relevant articles and documents

ISOLATION AND STRUCTURE ELUCIDATION OF POLIVIONE, A POLYKETIDE CO-METABOLITE OF CITROMYCETIN IN PENICILLIUM FREQUENTANS

The isolation and characterization of polivione, a polyketide metabolite and probably a precursor of citromycetin (1), from Penicillium frequentans is reported.The structure elucidation of polivione is based on a detailed study of its high-field (1)H and (13)C n.m.r. spectra.Extensive use was made of two-dimensional homonuclear and heteronuclear correlation experiments in the assignment of the n.m.r. spectra.Some chemical transformations were also explored, both to confirm its structure and to investigate its relationship to citromycetin.

Studies on the Syntheses of Heterocyclic Compounds containing Benzopyrone. Part 6. Biomimetic Total Synthesis of Citromycetin

Biomimetic total synthesis of citromycetin (1a) is described.Regioselective cyclization of the enetrione (5), chosen as a common intermediate for the syntheses of citromycetin (1a) and fulvic acid (2a), with conc.HCl-AcOH (1:30) gave the chloromethylpyron

Biogenetic-type Total Synthesis of Citromycetin

Biogenetic-type total synthesis of citromycetin (1a) was achieved by a route involving oxidation of a propenyl group and demethylation of a methoxy group in the pyranobenzopyranone (1c), synthesized by a regioselective cyclization of the enedione (2c).