SAPONARIOSIDE C

Structure

2D structure of SAPONARIOSIDE C
2D structure
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3D model

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

Names and identifiers

Name

SAPONARIOSIDE C

IUPAC name

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

SMILES

O[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)O)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@@H]4[C@H]([C@@H]([C@@H]([C@H](CO)O4)O)O)O)O)O)O)OC(=O)[C@@]9%10[C@@H](C[C@]8([C@]7([C@@H]([C@@]5([C@H]([C@@]([C@H](CC5)O[C@@H]6OC[C@H]([C@H]([C@H]6O)O)O)(C(=O)O)C)CC7)C)CC=C8[C@@H]9CC(CC%10)(C)C)C)C)O

General information

Molecular formula

C59H94O30

Molecular weight

1,283.37 g/mol

Monoisotopic mass

1,282.5830 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Saponaria officinalis L. - -
Jia, Z.H., Koike, K., Nikaido, T. (1999). Saponarioside c, the first alpha-d-galactose containing triterpenoid saponin, and five related compounds from Saponaria officinalis. J Nat Prod, 62(3), 449-453 doi:10.1021/np980434w
Saponaria officinalis L. - -
Koike, K., Jia, Z.H., Nikaido, T. (1999). New triterpenoid saponins and sapogenins from Saponaria officinalis. J Nat Prod, 62(12), 1655-1659 doi:10.1021/np990311r