| Identification | Back Directory | [Name]
4-(9-ADENYL)-D-ERYTHRO-2,3-DIHYDROXYBUTYRIC ACID | [CAS]
23918-98-1 | [Synonyms]
AA-307
Lentysine
lentinacin
eritadenine
D-ERITADENINE
d-erythronicaci
4-(6-AMinopurin-9-yl)-4-deoxy-D-erythronic Acid
4-(9-ADENYL)-D-ERYTHRO-2,3-DIHYDROXYBUTYRIC ACID
d-4-(6-amino-9h-purin-9-yl)-4-deoxyerythronicacid
4-(6-AMino-9H-purin-9-yl)-4-deoxy-D-erythronic Acid
(αR,βR)-6-Amino-α,β-dihydroxy-9H-purine-9-butanoic acid
9H-Purine-9-butanoic acid, 6-amino-α,β-dihydroxy-, (αR,βR)-
Lentysine
4-(9-Adenyl)-D-erythro-2,3-dihydroxybutyric acid
6-amino-alpha,beta-dihydroxy-,(r-(r*,r*))-9h-purine-9-butanoicaci
[R-(R*,R*)]-6-Amino-alpha,beta-dihydroxy-9H-furine-9-butanoic acid | [Molecular Formula]
C9H11N5O4 | [MDL Number]
MFCD01752730 | [MOL File]
23918-98-1.mol | [Molecular Weight]
253.22 |
| Chemical Properties | Back Directory | [Melting point ]
>270°C (dec.) | [alpha ]
D +51.4° (c = 1.6 in 0.1N NaOH) | [Boiling point ]
721℃ | [density ]
1.92 | [refractive index ]
1.7610 (estimate) | [Fp ]
390℃ | [storage temp. ]
Refrigerator | [solubility ]
Aqueous Acid (Slightly, Heated), DMSO (Slightly) | [form ]
Solid | [color ]
White to Light Beige |
| Hazard Information | Back Directory | [Description]
The empirical formula of this alkaloid should read C9H II N 504' The natural
compound is the D-Erythro-form of the base. Melting points recorded for this
alkaloid are 279°C (dec.) by Kamiya et al and 26l-3°C (dec.) by Chibata and
his colleagues. The alkaloid has specific rotations of [α]D+ 16° (N-HC1) and
[α] D + 50° (0.1 N-NaOH). It gives an ultraviolet spectrum in H20 with a single
absorption maximum at 26l.5 nm which is shifted to 259.5 nm inN-HCl and is
at 262 nm in N-NaOH. Eritadenine forms a methyl ester, m.p. 231°C (dec.) and
a diacetate, m.p. 225°C (dec.). | [Chemical Properties]
Pale Yellow Solid | [Uses]
Hypocholesterolemic isolated from shiitake mushrooms, effecting phospholipid and linoleic acid metabolisms. Specifically, Eritadenine is a potent inhibitor of S-adenosyl-L-homocysteine hydrolase (SAHH), decreasing total cholesterol levels in plasma. | [storage]
Store at -20°C | [References]
Chibata et al., Experientia, 25,1237 (1969)
Kamiya et al., Tetrahedron Lett., 4729 (1969) |
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