Secondary Metabolites Search

MUSCAROSIDE D

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Structure

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

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

Names and identifiers

Name

MUSCAROSIDE D

IUPAC name

(2R,3S,4R,5S)-2-(((2S,3R,4S,5R,6R)-2-(((2R,3S,4R,5S)-2-(((2S,3S,4S,5R,6R)-6-(((3S,3'R,5'S,10S,13S,14S,17S)-4,4-bis(hydroxymethyl)-5'-((R)-1-hydroxypropyl)-3',10,13,14-tetramethyl-1,2,3,4,4',5,5',6,7,10,11,12,13,14,15,16-hexadecahydro-3'H-spiro[cyclopenta[a]phenanthrene-17,2'-furan]-3-yl)oxy)-5-hydroxy-3,4-dimethyltetrahydro-2H-pyran-2-yl)methoxy)-4,5-dihydroxytetrahydro-2H-pyran-3-yl)oxy)-3-(((4S)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-5-hydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)tetrahydro-2H-pyran-3,4,5-triol

SMILES

C1[C@]7(C(C([C@H](C1)O[C@H]6[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[C@@H]4[C@H]([C@@H]([C@H](CO4)O)O)O)OC5C([C@@](CO5)(CO)O)O)O6)C)C)O)(CO)CO)CCC8=C7CC[C@]9([C@]8(CC[C@]9%10[C@H](C)C[C@@H]([C@@H](CC)O)O%10)C)C)C

General information

Molecular formula

C58H96O25

Molecular weight

1,193.38 g/mol

Monoisotopic mass

1,192.6241 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