D-erythro-Eritadenine
Grundinformationen
- CAS
23918-98-1- Standard-SMILES
Nc1ncnc2c1ncn2CC(O)C(O)C(=O)O- InChIKey
LIEMBEWXEZJEEZ-UHFFFAOYSA-N- Summenformel
- C9H11N5O4
- Durchschnittliche Molmasse
- 253,22 g/mol
- Monoisotopische Masse
- 253,08110385
Überblick
D-erythro-Eritadenine is a member of 6-aminopurines.
Namen und Bezeichner
- Bevorzugter Name
- D-erythro-Eritadenine
- IUPAC
- 4-(6-aminopurin-9-yl)-2,3-dihydroxybutanoic acid
- Englischer Name
- 4-(9-Adenyl)-D-erythro-2,3-dihydroxybutyric acid
- Summenformel
- C9H11N5O4
- Molmasse
- 253.22
Namen und Synonyme
D-erythro-EritadenineLentysine;Lentinacin4-(6-amino-9H-purin-9-yl)-2,3-dihydroxybutanoic acidD-4-(6-Amino-9H-purin-9-yl)-4-deoxyerythronic acid4-(6-aminopurin-9-yl)-2,3-dihydroxybutanoic acidSCHEMBL27715791CHEBI:179057eritadenineAA-307LentysinelentinacinD-ERITADENINE
Weitere Namen anzeigen
d-erythronicaci4-(6-AMinopurin-9-yl)-4-deoxy-D-erythronic Acid4-(9-Adenyl)-D-erythro-2,3-dihydroxybutyric acidd-4-(6-amino-9h-purin-9-yl)-4-deoxyerythronicacid4-(6-AMino-9H-purin-9-yl)-4-deoxy-D-erythronic Acid
Datenbank-Bezeichner
- CAS
23918-98-1- PubChem CID
- 2933
- ChEBI
CHEBI:179057- Nikkaji
- J611.458J
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -1,8
- Polarare Oberfläche (TPSA)
- 147 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 8
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 18
- Formalladung
- 0
- Komplexität
- 317
Experimentelle und physikochemische Eigenschaften
Melting Point261 - 263 °C
Physical DescriptionSolid
Physikochemische Eigenschaften
- Schmelzpunkt
- 270 °C · >270°C (dec.)
- Siedepunkt
- 721 ℃ · 721℃
- Dichte
- 1.92 · 1.92
- Brechungsindex
- 1.761 · 1.7610 (estimate)
- Flammpunkt
- 390 ℃ · 390℃
- storage temp.
- Refrigerator
- Löslichkeit
- Aqueous Acid (Slightly, Heated), DMSO (Slightly)
- Aggregatzustand
- Solid
- pka
- 3.37 · 3.37±0.17(Predicted)
- Farbe
- White to Light Beige
Chemie und Industrie
Pharmakologische Informationen
Cellular LocationsCytoplasm
Anwendungen
BeschreibungThe 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.).
VerwendenHypocholesterolemic 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.
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