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Neoconvalloside

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Neoconvalloside

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Neoconvalloside is a cardenolide glycoside extracted from Convallaria majalis.

Chemical data

Formula
C34H50O16
Molecular weight
714.7 g/mol
IUPAC name
(3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,3R,4R,5R,6R)-4,5,6-trihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
SMILES
C[C@]12CC[C@H]3[C@H]([C@]1(CC[C@@H]2C4=CC(=O)OC4)O)CC[C@]5([C@@]3(CC[C@@H](C5)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C=O)O
InChIKey
QSARNYKHEUTBNG-MTHYCTICSA-N
XLogP
-3.2
Polar surface area
262 Ų
H-bond donors
9
H-bond acceptors
16
Formal charge
0

via PubChem

Wikidata facts

Subclass of
aldehydes
Mass
714.30988552
Show 3 more facts
isomeric SMILES
C[C@@]12[C@@](CC[C@@H]2C3=CC(OC3)=O)(O)[C@]4([H])CC[C@]5(O)C[C@@H](O[C@]6([H])O[C@@H](O)[C@H](O)[C@@H](O)[C@H]6O[C@]7([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)CC[C@]5(C=O)[C@@]4([H])CC1
chemical formula
C₃₄H₅₀O₁₆
canonical SMILES
CC12CCC3C(CCC4(O)CC(OC5OC(O)C(O)C(O)C5OC5OC(CO)C(O)C(O)C5O)CCC34C=O)C1(O)CCC2C1=CC(=O)OC1
Sources (1)

via Wikidata · CC0

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Encyclopedic overview

1 sections
Contents
  • References

{{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 417596451 | Name = Neoconvalloside | ImageFile = Neoconvalloside.png | IUPACName = 3β-[β-D-Glucopyranosyl-(1→2)-α-L-rhamnopyranosyloxy]-5,14-dihydroxy-19-oxo-5β-card-20-enolide | SystematicName = (1R,3aS,3bR,5aS,7S,9aS,9bS,11aR)-7-{[(2R,3R,4R,5R,6S)-4,5-Dihydroxy-6-methyl-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3a,5a-dihydroxy-11a-methyl-1-(5-oxo-2,5-dihydrofuran-3-yl)hexadecahydro-9aH-cyclopenta[a]phenanthrene-9a-carbaldehyde | OtherNames = Strophanthidin 3-O-[β-D-glucopyranosyl-(1→2)-α-L-rhamnopyranoside] | Reference = |Section1= |Section2= |Section3= |Section7= }}

Neoconvalloside is a cardenolide glycoside extracted from Convallaria majalis.

Excerpted from Wikipedia’s “Neoconvalloside” article, available under the CC BY-SA 4.0 licence.

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