Structure Database (LMSD)

Common Name
4′-O-beta-glucopyranosyl-3-O-beta-allomethylosyl syriogenin
Systematic Name
3-O-(β-D-glucopyranosyl-(1-4)-6-deoxy-β-D-allopyranosyl)-3-β,12β,14β-trihydroxy-5-α-card-20(22)-enolide
Synonyms
LM ID
LMST01120061
Formula
C35H54O14
Exact Mass
Calculate m/z
698.351361
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cardanolides and derivatives [ST0112]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Asclepias syriaca (#48545)
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)
RPWWSUCXUIIURE-YCBNSFTBSA-N
InChi (Click to copy)
InChI=1S/C35H54O14/c1-15-30(49-32-28(42)26(40)25(39)22(13-36)48-32)27(41)29(43)31(46-15)47-18-6-8-33(2)17(11-18)4-5-20-21(33)12-23(37)34(3)19(7-9-35(20,34)44)16-10-24(38)45-14-16/h10,15,17-23,25-32,36-37,39-44H,4-9,11-14H2,1-3H3/t15-,17+,18+,19-,20-,21+,22-,23-,25-,26+,27+,28-,29-,30-,31+,32+,33+,34+,35+/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@@]([H])(CC[C@]3([H])[C@]2([H])C[C@@H](O)[C@@]2(C)[C@]3(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]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)[C@@H](C)O2)C1

Calculated Physicochemical Properties

Heavy Atoms 49
Rings 7
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 645.32
Topological Polar Surface Area 231.27
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 14
logP 3.54
Molar Refractivity 174.61

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