LINARIOSIDE

Structure

2D structure of LINARIOSIDE
2D structure
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3D model

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

Names and identifiers

Name

LINARIOSIDE

IUPAC name

(1S,4aS,5S,6R,7R,7aS)-6-chloro-7,7a-dimethyl-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5,6,7,7a-tetrahydrocyclopenta[c]pyran-4a,5,7(1H)-triol

SMILES

C1=CO[C@H]([C@]2([C@@]1([C@@H]([C@H]([C@]2(C)O)Cl)O)O)C)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O

General information

Molecular formula

C16H25ClO10

Molecular weight

412.82 g/mol

Monoisotopic mass

412.1136 Da

Classification

Pathway:
Superclass:
Class:
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., Guiso, M., Pellegrini, G., Nicoletti, M., Serafini, M. (1997). Muralioside, an iridoid from Cymbalaria muralis. Phytochemistry, 44(8), 1515-1517 doi:10.1016/s0031-9422(96)00717-0
Kickxia spuria (L.) Dumort. subsp. spuria - -
Toth, L., Kokovay, K., Bujas, G., Papay, V. (1978). On the constituents of Kickxia spuria. Pharmazie, 33, 84
Linaria vulgaris Mill. subsp. vulgaris aerial parts -
Ilieva, E., Handjieva, N., Spassov, S., Popov, S. (1993). 5-o-allosylantirrinoside from Linaria species. Phytochemistry, 32(4), 1068-1070 doi:10.1016/0031-9422(93)85258-s