ANNULOLINE

Structure

2D structure of ANNULOLINE
2D structure
Drag to rotate, scroll to zoom
3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 5281816

Names and identifiers

Name

ANNULOLINE

IUPAC name

(E)-2-(3,4-dimethoxystyryl)-5-(4-methoxyphenyl)oxazole

SMILES

COC1=CC=C(C=C1)C2=CN=C(O2)/C=C/C3=CC(=C(C=C3)OC)OC

General information

Molecular formula

C20H19NO4

Molecular weight

337.38 g/mol

Monoisotopic mass

337.1314 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

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

Plants with the compound

Plant Plant part Amount Reference
Lolium multiflorum Lam. root -
Axelrod, B., Belzile, J.R. (1958). Isolation of an alkaloid, annulolnine, from the roots of Lolium multiflorum. J Org Chem, 23, 919-920 doi:10.1021/jo01100a617
Lolium multiflorum Lam. root -
Karimoto, R.S., Axelrod, B., Wolinsky, J., Schall, E.D. (1964). The structure and synthesis of annuloline,an oxazole alkaloid occurring in annual rye grass. Phytochemistry, 3, 349-355 doi:10.1016/s0031-9422(00)88062-0