SECOGALIOSIDE

Structure

2D structure of SECOGALIOSIDE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 443355

Names and identifiers

Name

SECOGALIOSIDE

IUPAC name

methyl (1S,4aS,6S,8R,9S,9aS)-8-hydroxy-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4a,5,6,8,9,9a-hexahydro-1H-6,9-epoxypyrano[3,4-d]oxepine-4-carboxylate

SMILES

COC(=O)C1=CO[C@H]([C@H]2[C@@H]1C[C@H]3O[C@@H]2[C@@H](O3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

General information

Molecular formula

C17H24O12

Molecular weight

420.37 g/mol

Monoisotopic mass

420.1268 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Galium album Mill. - -
Bock, K., Jensen, S.R., Nielsen, B.J. (1976). Secogalioside, an iridoid glucoside from Galium album and c-13 nmr spectra of some seco-iridoid glucosides. Acta Chem Scand Ser B, 30, 743 doi:10.3891/acta.chem.scand.30b-0743
Galium album Mill. aerial parts -
No reference
Galium mollugo L. aerial parts -
Uesato, S., Miyauchi, M., Itoh, H., Inouye, H. (1986). Biosynthesis of iridoid glucosides in Galium mollugo, G.spurium var. echinospermon and Deutzia crenata. intermediacy of deoxyloganic acid, loganin and iridodial glucoside. Phytochemistry, 25(11), 2515-2521 doi:10.1016/s0031-9422(00)84499-4