Basic information
- CAS
23918-98-1- Standard SMILES
Nc1ncnc2c1ncn2CC(O)C(O)C(=O)O- InChIKey
LIEMBEWXEZJEEZ-UHFFFAOYSA-N- Molecular formula
- C9H11N5O4
- Average molar mass
- 253.22 g/mol
- Monoisotopic mass
- 253.08110385
Overview
D-erythro-Eritadenine is a member of 6-aminopurines.
Names & identifiers
- Preferred name
- D-erythro-Eritadenine
- IUPAC
- 4-(6-aminopurin-9-yl)-2,3-dihydroxybutanoic acid
- English name
- 4-(9-Adenyl)-D-erythro-2,3-dihydroxybutyric acid
- Molecular formula
- C9H11N5O4
- Molecular weight
- 253.22
Names & synonyms
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
Show more names
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
Database identifiers
- CAS
23918-98-1- PubChem CID
- 2933
- ChEBI
CHEBI:179057- Nikkaji
- J611.458J
Properties
Computed structural properties
- XLogP
- -1.8
- Topological polar surface area
- 147 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 4
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 317
Experimental & physicochemical properties
Melting Point261 - 263 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 270 °C · >270°C (dec.)
- Boiling point
- 721 ℃ · 721℃
- alpha
- 51.4 ° · D +51.4° (c = 1.6 in 0.1N NaOH)
- Density
- 1.92 · 1.92
- refractive index
- 1.761 · 1.7610 (estimate)
- Flash point
- 390 ℃ · 390℃
- storage temp.
- Refrigerator
- solubility
- Aqueous Acid (Slightly, Heated), DMSO (Slightly)
- form
- Solid
- pka
- 3.37 · 3.37±0.17(Predicted)
- color
- White to Light Beige
- FDA UNII
- 41 T27K4B9F · 41T27K4B9F
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
DescriptionThe 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.).
UsesHypocholesterolemic 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.
Suppliers26 total
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
VDM Biochemicals0330-2528181 · [email protected]
Related reactions
0 records
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Compound notes
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