Secondary Metabolites Search

MUSCAROSIDE A

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Structure

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

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

Names and identifiers

Name

MUSCAROSIDE A

IUPAC name

(3S,3'R,4S,5'S,10S,13S,14S,17S)-3-(((2R,3R,4S,5S,6S)-6-((((2R,3S,4S,5R)-3-(((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)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)O[C@@H]4[C@H]([C@H]([C@@H]([C@@H](C)O4)O)O)O)O5)C)C)O)(C)CO)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

C54H86O21

Molecular weight

1,071.26 g/mol

Monoisotopic mass

1,070.5662 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., Lanzetta, R., Laonigro, G., Mangoni, L., Parrrili, M. (1983). Glycosides from Muscari comosum. 4. structure of muscaroside A. Can J Chem, 61(12), 2633-2637 doi:10.1139/v83-452