Secondary Metabolites Search

ANTIRRHINOSIDE

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Structure

2D structure of ANTIRRHINOSIDE
2D structure
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3D model

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

Names and identifiers

Name

ANTIRRHINOSIDE

IUPAC name

(2S,3R,4S,5S,6R)-2-(((1aR,1bS,2S,5aS,6R,6aS)-5a,6-dihydroxy-1a-methyl-1a,1b,2,5a,6,6a-hexahydrooxireno[2',3':4,5]cyclopenta[1,2-c]pyran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

SMILES

C[C@@]12[C@H]3[C@@H](OC=C[C@]3([C@@H]([C@@H]1O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

General information

Molecular formula

C15H22O10

Molecular weight

362.33 g/mol

Monoisotopic mass

362.1213 Da

Classification

Pathway:
Terpenoids
Superclass:
Monoterpenoids
Class:
Iridoids monoterpenoids
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Cymbalaria muralis G.Gaertn., B.Mey. & Scherb. subsp. muralis - -
Bianco, A., Passacantilli, P., Polidori, G. (1982). Iridoids in the flora of italy. part 8. 8-epiloganic acid and 7-beta-hydroxy-8-epiiridodial glucoside. two new iridoid glucosides from Linaria cymbalaria. Planta Med, 46, 38-41
Kickxia spuria (L.) Dumort. subsp. spuria - -
Toth, L., Kokovay, K., Bujas, G., Papay, V. (1978). On the constituents of Kickxia spuria. Pharmazie, 33, 84
Kickxia spuria (L.) Dumort. subsp. spuria aerial parts -
No reference
Linaria vulgaris Mill. subsp. vulgaris - -
Esposito, P., Scarpati, M.L. (1970). Iridoids. ix. 10-o-beta-glucosylaucubin from Linaria vulgaris. Gazz Chim Ital, 100, 836
Linaria vulgaris Mill. subsp. vulgaris aerial parts -
Kitagawa, I., Tani, T., Akita, K., Yosioka, I. (1972). Linarioside a new chlorine containing iridoid glucoside from Linaria japonica. Tetrahedron Lett, 419 doi:10.1016/s0040-4039(01)84340-9