3678. Erythrocentaurin

Nomenclature

CAS number: 50276-98-7
3,4-Dihydro-1-oxo-1H-2-benzopyran-5-carboxaldehyde; 5-formyl-3,4-dihydroisocoumarin; 5-formyl-3,4-dihydro-1H-2-benzopyran-1-one.
C10H8O3; mol wt 176.17.
C 68.18%, H 4.58%, O 27.25%.

Description and references

From Centaurium umbellatum Gilib., (Erythraea centaurium Pers.), Gentianaceae or Swertia japonica (Maxim.) Makino, Gentianaceae. By hydrolysis of swertiamarin and erytaurin with emulsin. Isoln: Kariyone, Matsushima, J. Pharm. Soc. Jpn. 47, 25 (1927). Structure: Kubota, Tomita, Chem. Ind. (London) 1958, 230; Kubota et al., Tetrahedron Lett. 1961, 223. Synthesis: Wenkert et al., J. Org. Chem. 29, 2534 (1964).

Chemical structure

Properties

Long needles, mp 140-141°. Turns red on exposure to sunlight. uv max: 223, 290 nm (log ε 4.30, 3.13).

Therapeutic Category

Bitter tonic.