Confluentic acid

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Confluentic acid
Category Others
Catalog number BBF-05477
CAS 6009-12-7
Molecular Weight 500.58
Molecular Formula C28H36O8
Purity ≥95%

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Description

It is produced by the strain of lichens Lecidea confluens, Pertusaria tuberculifera and P. globularis. It is also isolated from L. tumida, L. macrocarpa and Herpothallon sanguineum.

Specification

Synonyms NSC 249982; Benzoic acid, 2-hydroxy-4-methoxy-6-(2-oxoheptyl)-, 4-carboxy-3-methoxy-5-pentylphenyl ester; 2-Hydroxy-4-methoxy-6-(2-oxoheptyl)benzoic acid 4-carboxy-3-methoxy-5-pentylphenyl ester; 2-Methoxy-4-[2-(2-oxoheptyl)-4-methoxy-6-hydroxybenzoyloxy]-6-pentylbenzoic acid; Confluentinsaeure; Confluentin
Storage Store at -20°C
IUPAC Name 4-[2-hydroxy-4-methoxy-6-(2-oxoheptyl)benzoyl]oxy-2-methoxy-6-pentylbenzoic acid
Canonical SMILES CCCCCC1=C(C(=CC(=C1)OC(=O)C2=C(C=C(C=C2O)OC)CC(=O)CCCCC)OC)C(=O)O
InChI InChI=1S/C28H36O8/c1-5-7-9-11-18-14-22(17-24(35-4)26(18)27(31)32)36-28(33)25-19(13-20(29)12-10-8-6-2)15-21(34-3)16-23(25)30/h14-17,30H,5-13H2,1-4H3,(H,31,32)
InChI Key UANVCGQMNRTKGM-UHFFFAOYSA-N

Properties

Appearance Needles
Boiling Point 651.8°C at 760 mmHg
Melting Point 157°C
Density 1.173 g/cm3
Solubility Soluble in Acetone, Chloroform, Dichloromethane, DMSO, Ethyl Acetate

Reference Reading

1.Confluentic acid and 2'-O-methylperlatolic acid, monoamine oxidase B inhibitors in a Brazilian plant, Himatanthus sucuuba.
Endo Y;Hayashi H;Sato T;Maruno M;Ohta T;Nozoe S Chem Pharm Bull (Tokyo). 1994 Jun;42(6):1198-201.
Monoamine oxidase B (MAO-B) inhibitors were isolated from the bark of a Brazilian plant, Himatanthus sucuuba (SPR.). Assignments of the 1H- and 13C-NMR data using two dimensional (2D)-NMR techniques showed the active components to be known lichen depsides, confluentic acid (1) and 2'-O-methylperlatolic acid (2). The depside (1) showed selective inhibition of MAO-B with IC50 value of 0.22 microM.

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