USARAMINE

Structure

2D structure of USARAMINE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 6604611

Names and identifiers

Name

USARAMINE

IUPAC name

(5S,6S,9a1R,14aR,E)-3-ethylidene-6-hydroxy-6-(hydroxymethyl)-5-methyl-3,4,5,6,9,9a1,11,13,14,14a-decahydro-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione

SMILES

C/C=C/1\C[C@@H]([C@@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(CO)O)C

General information

Molecular formula

C18H25NO6

Molecular weight

351.40 g/mol

Monoisotopic mass

351.1682 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

Chemical classification: NPClassifier (Kim et al., 2021)

Plants with the compound

Plant Plant part Amount Reference
Senecio inaequidens DC. - -
Bicchi, C., Rubiolo, P., Frattini, C., Sandra, P., David, F. (1991). Off-line supercritical fluid extraction and capillary gas chromatography of pyrrolizidine alkaloids in Senecio species. J Nat Prod, 54(4), 941-945 doi:10.1021/np50076a003
Senecio inaequidens DC. aerial parts -
Rubiolo, P., Pieters, L., Calomme, M., Bicchi, C., Vlietinck, A., Vandenberghe, D. (1992). Mutagenicity of pyrrolizidine alkaloids in the salmonella typhimurium/mammalian microsome system. Mutat Res, 281(2), 143-147 doi:10.1016/0165-7992(92)90050-r
Senecio vulgaris L. subsp. vulgaris - -
Pieters, L.A., Vlietinck, A.J. (1988). Spartioidine and usaramine, two pyrrolizidine alkaloids from Senecio vulgaris. Planta Med, 54(2), 178-179 doi:10.1055/s-2006-962387