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)
3D model of Aspecioside
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
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
J Chem Soc Perkins Trans, 1987
DOI:
10.1039/P19860000061
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
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
Admin
Created at
2nd Jan 2025
Updated at
2nd Jan 2025