Title: Eritadenine
CAS Registry Number: 23918-98-1
CAS Name: (aR,bR)-6-Amino-a,b-dihydroxy-9H-purine-9-butanoic acid
Additional Names: 2(R),3(R)-dihydroxy-4-(9-adenyl)butyric acid; 4-(6-amino-9H-purin-9-yl)-4-deoxy-D-erythronic acid; lentinacin; lentysine
Molecular Formula: C9H11N5O4
Molecular Weight: 253.21
Percent Composition: C 42.69%, H 4.38%, N 27.66%, O 25.27%
Literature 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). [a]D +51.4° (c = 1.6 in 0.1N NaOH). uv max (water): 261.5 nm (e 14508).
Melting point: mp 278-279° (dec)
Optical Rotation: [a]D +51.4° (c = 1.6 in 0.1N NaOH)
Absorption maximum: uv max (water): 261.5 nm (e 14508)
Derivative Type: Sodium salt
Molecular Formula: C9H10N5NaO4
Molecular Weight: 275.20
Percent Composition: C 39.28%, H 3.66%, N 25.45%, Na 8.35%, O 23.25%
Properties: Crystals from 50% ethanol, mp 275° (dec). [a]D20 +45.5° (c = 1 in H2O). IR, NMR: Chibata, loc. cit.
Melting point: mp 275° (dec)
Optical Rotation: [a]D20 +45.5° (c = 1 in H2O)
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