Structure Database (LMSD)

Common Name
Aspecioside
Systematic Name
3-O-(6-deoxy-β-D-allopyranosyl)-7-β,8β-epoxy-3-β,12β,14β-trihydroxy-5-α-card-20(22)-enolide
Synonyms
  • 12beta-hydroxy-5alpha-tanghinigenin-3-(6-deoxy-beta-D-allopyranoside)
LM ID
LMST01120059
Formula
Exact Mass
Calculate m/z
550.277801
Status
Curated

Classification

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Asclepias speciosa (#528299)
Magnoliopsida (#3398)
Structure of aspecioside from the monarch butterfly larvae foodplants Asclepias speciosa and A. syriaca,
J Chem Soc Perkins Trans, 1987

String Representations

InChiKey (Click to copy)
BEDAFJYDKDOALK-FHLCUQDTSA-N
InChi (Click to copy)
InChI=1S/C29H42O10/c1-13-22(32)23(33)24(34)25(37-13)38-16-4-6-26(2)15(9-16)10-20-29(39-20)18(26)11-19(30)27(3)17(5-7-28(27,29)35)14-8-21(31)36-12-14/h8,13,15-20,22-25,30,32-35H,4-7,9-12H2,1-3H3/t13-,15-,16+,17-,18-,19-,20+,22-,23-,24-,25+,26+,27+,28-,29-/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@@]([H])(C[C@@H]3O[C@@]43[C@]2([H])C[C@@H](O)[C@@]2(C)[C@]4(O)CC[C@]2([H])C2=CC(=O)OC2)C[C@@H](O[C@H]2[C@H](O)[C@H](O)[C@H](O)[C@@H](C)O2)C1

Other Databases

KEGG ID
CHEBI ID
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 7
Aromatic Rings
Rotatable Bonds 3
Van der Waals Molecular Volume 506.36
Topological Polar Surface Area 162.58
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 10
logP 3.71
Molar Refractivity 139.44

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Created at
2nd Jan 2025
Updated at
2nd Jan 2025