LANATOSIDE C

Structure

2D structure of LANATOSIDE C
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 656630

Names and identifiers

Name

LANATOSIDE C

Also reported as

LAPATHOSIDE C

IUPAC name

(2R,3R,4S,6S)-6-(((2R,3S,4S,6S)-6-(((2R,3S,4S,6R)-6-(((3S,5R,8R,9S,10S,12R,13S,14S,17R)-12,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2,5-dihydrofuran-3-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-4-hydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-4-hydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-2-methyl-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-4-yl acetate

SMILES

C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3C[C@H]([C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)O)C)O)O[C@H]7C[C@@H]([C@@H]([C@H](O7)C)O[C@H]8C[C@@H]([C@@H]([C@H](O8)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)OC(=O)C)O

General information

Molecular formula

C49H76O20

Molecular weight

985.13 g/mol

Monoisotopic mass

984.4930 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Digitalis lutea L. leaf -
Bieloszabska, F.W., Glowniak, K., Suchora, M. (1974). The content of cardenolide compounds in the species of Digitalis as a function of drying temperature of leaves. Herba Pol, 20, 32
Digitalis lutea L. leaf -
Wichtl, M., Wichtl-bleier, W., Mangkudidjojo, M. (1982). High-performance liquid chromatography analysis of Digitalis leaf extract. J Chromatogr, 247, 359-365
Persicaria lapathifolia (L.) Delarbre subsp. lapathifolia aerial parts -
Takasake, M., Kuroki, S., Kozuka, M., Konoshima, T. (2001). New phenylpropanoid esters of sucrose from Polygonum lapathifolium. J Nat Prod, 64(10), 1305-1308 doi:10.1021/np010222q