Structure Database (LMSD)

Common Name
Uscharin
Systematic Name
Synonyms
LM ID
LMST01120055
Formula
C31H41NO8S
Exact Mass
Calculate m/z
587.255291
Status
Active
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
Pergularia tomentosa (#264979)
Magnoliopsida (#3398)
Cardenolide glycosides from Pergularia tomentosa and their proapoptotic activity in Kaposi's sarcoma cells.,
J Nat Prod, 2006
Pubmed ID: 16989527

String Representations

InChiKey (Click to copy)
DONIPVCAKBPJLH-IGACXKNBSA-N
InChi (Click to copy)
InChI=1S/C31H41NO8S/c1-17-13-30(32-9-10-41-30)31(36)26(38-17)39-23-12-19-3-4-22-21(28(19,16-33)14-24(23)40-31)5-7-27(2)20(6-8-29(22,27)35)18-11-25(34)37-15-18/h9,11,16-17,19-24,26,35-36H,3-8,10,12-15H2,1-2H3/t17-,19+,20-,21+,22-,23-,24-,26+,27-,28-,29+,30+,31-/m1/s1
SMILES (Click to copy)
C1[C@@]2([H])O[C@@]3(O)[C@@]4(SCC=N4)C[C@@H](C)O[C@@]3([H])O[C@]2([H])C[C@]2([H])CC[C@@]3([H])[C@]4(CC[C@H](C5=CC(=O)OC5)[C@@]4(C)CC[C@]3([H])[C@@]12C=O)O

Other Databases

PubChem CID
11261800

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 8
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 535.25
Topological Polar Surface Area 132.16
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 9
logP 5.73
Molar Refractivity 153.38

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Created at
11th Jan 2022
Updated at
11th Jan 2022