Secondary Metabolites Search

SAPONASIDE A

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Structure

2D structure of SAPONASIDE A
2D structure
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3D model

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

Names and identifiers

Name

SAPONASIDE A

IUPAC name

(2S,3S,4S,5R,6R)-6-(((3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-4-formyl-8-hydroxy-8a-((((2S,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-3-(((2S,3R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)carbonyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

SMILES

C(C1([H])O[C@H]([C@@H](C([H])(C1([H])O)O)O)O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O[C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO)CO)OC(=O)[C@@]89[C@@H](C[C@]7([C@]6([C@@H]([C@@]4([C@H]([C@@]([C@H](CC4)O[C@@H]5O[C@@H]([C@H]([C@@H]([C@H]5O)O)O)C(=O)O)(C=O)C)CC6)C)CC=C7[C@@H]8CC(CC9)(C)C)C)C)O)O

General information

Molecular formula

C54H84O26

Molecular weight

1,149.24 g/mol

Monoisotopic mass

1,148.5251 Da

Classification

Pathway:
Terpenoids
Superclass:
Triterpenoids
Class:
Oleanane triterpenoids
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Saponaria officinalis L. - -
Chirva, V.Y., Kintya, P.K. (1969). Structure of saponaside A. Chem Nat Comp, 5(3), 162 doi:10.1007/bf00636024
Saponaria officinalis L. root -
Chirva, V.Y., Kintya, P.K., Lazur'evskii, G.V. (1969). Triterpenes glycosides from Saponaria officinales. Chem Nat Comp, 5(1), 52-53 doi:10.1007/bf00564934