479-16-3

Basic information

• Product Name: 4-[(3-Chloro-5-formyl-4,6-dihydroxy-2-methylbenzoyl)oxy]-2-hydroxy-3,6-dimethylbenzoic acid methyl ester
• Synonyms: 2-Hydroxy-3,6-dimethyl-4-(2,4-dihydroxy-3-formyl-5-chloro-6-methylbenzoyloxy)benzoic acid methyl ester;3-Chloro-5-formyl-4,6-dihydroxy-2-methylbenzoic acid 3-hydroxy-4-methoxycarbonyl-2,5-dimethylphenyl ester;4-[(3-Chloro-5-formyl-4,6-dihydroxy-2-methylbenzoyl)oxy]-2-hydroxy-3,6-dimethylbenzoic acid methyl ester;Chloratranorin;Chloroatranorin
• CAS NO: 479-16-3
• Molecular Formula: C₁₉H₁₇ClO₈
• Molecular Weight: 408.79
• Mol File: 479-16-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 208 °C
• Boiling Point: 548.2°C at 760 mmHg
• Flash Point: 285.4°C
• Appearance: /
• Density: 1.467g/cm³
• Vapor Pressure: 1.25E-12mmHg at 25°C
• Refractive Index: 1.648
• PKA: 4.51±0.35(Predicted)
• CAS DataBase Reference: 4-[(3-Chloro-5-formyl-4,6-dihydroxy-2-methylbenzoyl)oxy]-2-hydroxy-3,6-dimethylbenzoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(3-Chloro-5-formyl-4,6-dihydroxy-2-methylbenzoyl)oxy]-2-hydroxy-3,6-dimethylbenzoic acid methyl ester(479-16-3)
• EPA Substance Registry System: 4-[(3-Chloro-5-formyl-4,6-dihydroxy-2-methylbenzoyl)oxy]-2-hydroxy-3,6-dimethylbenzoic acid methyl ester(479-16-3)

Safety Data

• Hazardous Substances Data: 479-16-3(Hazardous Substances Data)

Usage

Uses

Chloratranorin are metabolites of Evernia prunastri and functions as antioxidant, antimicrobial and potential anticancer agents.

InChI:InChI=1/C19H17ClO8/c1-7-5-11(8(2)15(22)12(7)18(25)27-4)28-19(26)13-9(3)14(20)17(24)10(6-21)16(13)23/h5-6,22-24H,1-4H3

Upstream product

• 479-20-9 atranorin 

Downstream Products

• 4707-47-5 2,4-dihydroxy-3,6-dimethyl-benzoic acid methyl ester 
• 15222-52-3 4-(3-formyl-2,4-dimethoxy-6-methyl-benzoyloxy)-2-methoxy-3,6-dimethyl-benzoic acid methyl ester 
• 984-95-2 5,5'-dichloroatranorin 
• 57074-21-2 3-chloro-2,6-dihydroxy-4-methylbenzaldehyde 

Relevant articles and documents

Chemical constituents of the lichen, Candelaria concolor: A complete NMR and chemical degradative investigation

A detailed chemical and spectroscopic investigation of the terrestrial lichen Candelaria concolor has yielded several lichenic metabolites belonging to the pulvinic acid series, as well as several depside derivatives including pulvinic dilactone (1), vulpinic acid (4) and calycin (5). The chemical transformation of 1 to pulvinic acid (3) is reported for the first time, as is the conversion of atranorin (6) to 5-chloroatranorin (7) and then finally to 5,5'-dichloroatranorin (8) under very mild conditions. Also presented is the complete 1D and 2D NMR assignment for compounds 1, 3, 4, 5 and 8, including partial NMR chemical shift assignments for the unstable depside (7). Previously, these metabolites had only been partially assigned by NMR spectroscopy.