Structure Database (LMSD)

Common Name
abrusoside A
Systematic Name
(22S,24Z)-3β-(β-D-glucopyranosyloxy)-26-oxo-22,26-epoxy-9β,19-cyclolanost-24-en-28-oic acid
Synonyms
  • Abrusoside A
LM ID
LMST01100009
Formula
C36H54O10
Exact Mass
Calculate m/z
646.3717
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cycloartanols and derivatives [ST0110]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Abrus precatorius (#3816)
Magnoliopsida (#3398)
Abrusosides A-D, four novel sweet-tasting triterpene glycosides from the leaves of Abrus precatorius.,
J Nat Prod, 1989
Pubmed ID: 2691636

String Representations

InChiKey (Click to copy)
CJHYXUPCGHKJOO-AYOTXDKCSA-N
InChi (Click to copy)
InChI=1S/C36H54O10/c1-18-6-7-21(44-29(18)41)19(2)20-10-12-33(4)23-8-9-24-34(5,31(42)43)25(46-30-28(40)27(39)26(38)22(16-37)45-30)11-13-35(24)17-36(23,35)15-14-32(20,33)3/h6,19-28,30,37-40H,7-17H2,1-5H3,(H,42,43)/t19-,20+,21-,22+,23-,24-,25-,26+,27-,28+,30-,32+,33-,34-,35+,36-/m0/s1
SMILES (Click to copy)
C1C[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@](C)(C(=O)O)[C@]2([H])CC[C@]3([H])[C@@]4(C[C@]124)CC[C@]1(C)[C@]([H])(CC[C@]13C)[C@H](C)[C@]1(OC(=O)C(C)=CC1)[H]

Other Databases

KEGG ID
C08920
CHEBI ID
2364
PubChem CID
6857683

Calculated Physicochemical Properties

Heavy Atoms 46
Rings 7
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 624.82
Topological Polar Surface Area 167.12
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 10
logP 5.86
Molar Refractivity 168.98

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Updated at
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