AMPHICOSIDE

Structure

2D structure of AMPHICOSIDE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 101306913

Names and identifiers

Name

AMPHICOSIDE

IUPAC name

(1aS,2S,6S,6aS)-1a-(hydroxymethyl)-2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1a,1b,2,5a,6,6a-hexahydrooxireno[2',3':4,5]cyclopenta[1,2-c]pyran-6-yl 4-hydroxy-3-methoxybenzoate

SMILES

COC1=C(C=CC(=C1)C(=O)O[C@@H]2[C@H]3[C@](O3)(C4C2C=CO[C@H]4O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)CO)O

General information

Molecular formula

C23H28O13

Molecular weight

512.46 g/mol

Monoisotopic mass

512.1530 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Veronica anagallis-aquatica L. subsp. anagallis-aquatica - -
Su, B.N., Yang, L., Gao, K., Jia, Z.J. (2000). Aquaticol, a bis-sesquiterpene and iridoid glucosides from Veronica anagallis-aquatica. Planta Med, 66(3), 281-283 doi:10.1055/s-2000-8564
Veronica anagallis-aquatica L. subsp. anagallis-aquatica aerial parts -
Lahloub, M.F., Zaghloul, M.G., Afifi, M.S., Sticher, O. (1993). Iridoid glucosides from Veronica anagallis-aquatica. Phytochemistry, 33(2), 401-405 doi:10.1016/0031-9422(93)85528-y
Veronica persica Poir. aerial parts -
Lahloub, M.F., Saad, H.E.A., Halim, A.F. (1991). Iridoid glucosides from aerial parts of Veronica persica Poir. in lam. growing in Egypt. Mansoura J Pharm Sci, 7(3), 390-401 doi:10.1055/s-2006-961103