Structure Database (LMSD)

Common Name
4'-O-beta-glucopyranosyl-3-O-beta-allomethylosyl-12-deoxy aspecioside
Systematic Name
3-O-(β-D-glucopyranosyl-(1-4)-6-deoxy-β-D-allopyranosyl)-7β,8β-epoxy-3-β,14β-dihydroxy-5-α-card-20(22)-enolide
Synonyms
LM ID
LMST01120066
Formula
C35H52O14
Exact Mass
Calculate m/z
696.335711
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)
Cardenolides in Asclepias syriaca Seeds: Exploring the Legacy of Tadeus Reichstein.,
J Nat Prod, 2024
Pubmed ID: 39691066

String Representations

InChiKey (Click to copy)
JDRGPVUMLUMISV-YZQYYJODSA-N
InChi (Click to copy)
InChI=1S/C35H52O14/c1-15-29(48-31-27(41)25(39)24(38)20(13-36)47-31)26(40)28(42)30(45-15)46-18-4-7-32(2)17(11-18)12-22-35(49-22)21(32)6-8-33(3)19(5-9-34(33,35)43)16-10-23(37)44-14-16/h10,15,17-22,24-31,36,38-43H,4-9,11-14H2,1-3H3/t15-,17-,18+,19-,20-,21-,22+,24-,25+,26+,27-,28-,29-,30+,31+,32+,33-,34-,35-/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@@]([H])(C[C@@H]3O[C@@]43[C@]2([H])CC[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]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 8
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 632.96
Topological Polar Surface Area 223.57
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 14
logP 3.99
Molar Refractivity 173.23

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