3670. Eritadenine
Nomenclature
CAS number: 23918-98-1
(αR,βR)-6-Amino-α,β-dihydroxy-9H-purine-9-butanoic acid; 2(R),3(R)-dihydroxy-4-(9-adenyl)butyric
acid; 4-(6-amino-9H-purin-9-yl)-4-deoxy-d-erythronic
acid; lentinacin; lentysine. C9H11N5O4; mol wt 253.21.
C 42.69%, H 4.38%, N 27.66%, O 25.27%.
Description and references
Hypocholesterolemic principle isolated from the Shiitake mushroom, Lentinus edodes Sing. Isoln, activity and structure: I. Chibata et al., Experientia 25, 1237 (1969). Synthesis: T. Kamiya et al., J. Heterocycl. Chem. 9, 359 (1972). GC/MS determn in mushroom extracts: G. Vitányi et al., Rapid Commun. Mass Spectrom. 12, 120 (1998). Effect on phospholipid metabolism: K. Sugiyama et al., J. Nutr. 125, 2134 (1995); on linoleic acid metabolism: idem et al., Lipids 32, 859 (1997).
Properties
Crystals from 10% acetic acid, mp 278-279° (dec). [α]D +51.4° (c = 1.6 in 0.1N NaOH). uv max (water): 261.5 nm (ε 14508).Derivative
Sodium salt.C9H10N5NaO4; mol wt 275.20.
C 39.28%, H 3.66%, N 25.45%, Na 8.35%, O 23.25%.