Taxonomic group: fungi / Basidiomycota
(Phylum: Basidiomycota)
Organ / tissue: fruiting body
The structure was elucidated in this paperPublication DOI: 10.1016/0040-4020(82)80107-5Journal NLM ID: 2984170RPublisher: Pergamon Press
Institutions: Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo, Japan, chool of Medicine, Hokkaido University, Sapporo, Japan
From a poisonous mushroom, Clitocybe acromelalga, a new nucleoside clitidine (1) was isolated as a toxic principle. The structure was deduced to be 1 from spectral data and chemical degradation studies. Synthesis of 1 through condensation of methyl 4-aminonicotinate with 3, 5-di-O-benzoyl-D-ribofuranosyl chloride confirmed the structure, including absolute configuration
toxicity, nucleoside, Clitocybe acromelalga, clitidine
Structure type: monomer ; 271 [M+H]+
C
11H
14N
2O
6Location inside paper: p. 3281, structure 1
Trivial name: clitidine
Compound class: nucleoside
Methods: 13C NMR, 1H NMR, IR, acid hydrolysis, chemical synthesis, biological assays, paper chromatography, extraction, EI-MS, CI-MS, elemental analysis, paper electrophoresis, column chromatography, dialysis, FD-MS, precipitation, cis-diol test
Biological activity: toxicity of clitidine (LD50) was determined as about 50 mg/kg by intraperitoneal injection in mice
Comments, role: atom enumeration is according to the IUPAC
Related record ID(s): 49947
NCBI Taxonomy refs (TaxIDs): 439023
Show glycosyltransferases
NMR conditions: in D2O
[as TSV]
13C NMR data:
missing...
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
1 bDSugf 5.70 4.30 4.30 4.30 3.91
Subst 8.72 - - 6.92 8.11 -
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 1 | bDSugf | 5.70 | 4.30 | 4.30 | 4.30 | 3.91 | |
| | Subst | 8.72 |
|
| 6.92 | 8.11 |
|
|
There is only one chemically distinct structure:
Found 
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