FESTUCINE

Structure

2D structure of FESTUCINE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 716098

Names and identifiers

Name

FESTUCINE

Also reported as

LOLINE

IUPAC name

(1S,6R,7R,7aS)-N-methylhexahydro-1H-1,6-epoxypyrrolizin-7-amine

SMILES

CN[C@H]1[C@H]2CN3[C@@H]1[C@@H](O2)CC3

General information

Molecular formula

C8H14N2O

Molecular weight

154.21 g/mol

Monoisotopic mass

154.1106 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

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

Plants with the compound

Plant Plant part Amount Reference
Lolium arundinaceum (Schreb.) Darbysh. subsp. arundinaceum - -
Bush, L.P., Jeffreys, J.A.D. (1975). Isolation and separation of tall fescue and ryegrass alkaloids. J Chromatogr, 111, 165 doi:10.1016/s0021-9673(01)80158-8
Lolium arundinaceum (Schreb.) Darbysh. subsp. arundinaceum aerial parts -
Yates, S.G., Tookey, H.L. (1965). Festucine, an alkaloid from tall fescue (Festuca arundinacea Schreb.): chemistry of the functional groups. Aust J Chem, 18, 53-60 doi:10.1071/ch9650053
Lolium arundinaceum (Schreb.) Darbysh. subsp. arundinaceum seed -
Petroski, R.J., Yates, S.G., Weisleder, D., Powell, R.G. (1989). Isolation, semi-synthesis, and nmr spectral studies of loline alkaloids. J Nat Prod, 52(4), 810-817 doi:10.1021/np50064a023
Lolium perenne L. - -
Bush, L.P., Jeffreys, J.A.D. (1975). Isolation and separation of tall fescue and ryegrass alkaloids. J Chromatogr, 111, 165 doi:10.1016/s0021-9673(01)80158-8