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Compounds

COMPOUND NPA012442

STRUCTURE
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PROPERTIES
NPAID NPA012442
CLUSTER ID 4673
NODE ID 3400
NAME Epimuscarine
FORMULA C9H20NO2+
MOLECULAR WEIGHT (Da) 174.2640
ACCURATE MASS (Da) 174.1489
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Inocybe
ORIGIN SPECIES geophylla
InChIKey UQOFGTXDASPNLL-IWSPIJDZSA-N
InChI InChI=1S/C9H20NO2/c1-7-9(11)5-8(12-7)6-10(2,3)4/h7-9,11H,5-6H2,1-4H3/q+1/t7-,8-,9-/m1/s1
SMILES C[C@@H]1[C@@H](C[C@@H](O1)C[N+](C)(C)C)O
ORIGINAL ISOLATION REFERENCE
CITATION Corrodi, Hardegger; Hardegger, E; Kögl, F Über Muscarin. 8. Mitteilung. Herstellung von racemischem Allomuscarin Helvetica Chimica Acta 1957 40 (7) 2454-2461.
DOI 10.1002/hlca.19570400741 PMID -
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Basidiomycota MycoBank 5204
Class Agaricomycetes MycoBank 155619
Order Agaricales MycoBank 5338
Family Inocybaceae MycoBank 665596
Genus Inocybe MycoBank 71953
SYNTHESES
CITATION 1 Angle SR; El-Said NA Stereoselective synthesis of tetrahydrofurans via formal [3+2]-cycloaddition of aldehydes and allylsilanes. Formal total synthesis of the muscarine alkaloids (-)-allomuscarine and (+)-epimuscarine. Journal of the American Chemical Society 2002 124 (14) 3608-13. DOI: 10.1021/ja012193b PMID: 11929250
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