Secondary Metabolites Search

MUSCAROSIDE F

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Structure

2D structure of MUSCAROSIDE F
2D structure
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3D model

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

Names and identifiers

Name

MUSCAROSIDE F

IUPAC name

(3S,3'R,4S,5'S,10S,13S,14S,17S)-3-(((2R,3R,4S,5S,6S)-6-((((2R,3S,4R,5S)-3-(((2S,3R,4S,5S,6R)-3-(((4S)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4,5-dihydroxytetrahydro-2H-pyran-2-yl)oxy)methyl)-3-hydroxy-4,5-dimethyltetrahydro-2H-pyran-2-yl)oxy)-4-(hydroxymethyl)-3',4,10,13,14-pentamethyl-5'-propionyl-1,2,3,4,4',5,5',6,7,10,11,12,13,14-tetradecahydro-3'H-spiro[cyclopenta[a]phenanthrene-17,2'-furan]-15(16H)-one

SMILES

C1[C@]6(C([C@]([C@H](C1)O[C@H]5[C@@H]([C@H]([C@@H]([C@@H](CO[C@@H]2[C@H]([C@@H]([C@H](CO2)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)OC4C([C@@](CO4)(CO)O)O)O5)C)C)O)(CO)C)CCC7=C6CC[C@]8([C@]7(C(C[C@]89[C@H](C)C[C@@H](C(CC)=O)O9)=O)C)C)C

General information

Molecular formula

C53H84O21

Molecular weight

1,057.23 g/mol

Monoisotopic mass

1,056.5505 Da

Classification

Pathway:
Terpenoids
Superclass:
Triterpenoids
Class:
Lanostane, Tirucallane and Euphane triterpenoids
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Muscari comosum (L.) Mill. bulb -
Adinolfi, M., Barone, G., Corsaro, M.M., Lanzetta, R., Mangoni, L., Parrilli, M. (1987). Glycosides from Muscari comosum. 7. structure of three novel muscarosides. Can J Chem, 65(10), 2317-2326 doi:10.1139/v87-387