Structure Database (LMSD)

Common Name
Abrusoside C
Systematic Name
(22S,24Z)-3β-(β-D-glucopyranosyl-(1-2)-β-D-glucopyranosyloxy)-26-oxo-22,26-epoxy-9β,19-cyclolanost- 24-en-28-oic acid
Synonyms
  • Abrusogenin-3-beta-D-glucopyranosyl)-(1-2)-beta-D-glucopyranoside
LM ID
LMST01100027
Formula
C42H64O15
Exact Mass
Calculate m/z
808.424525
Status
Curated
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)
NISBQKZXGCOUOU-UNEPLQKGSA-N
InChi (Click to copy)
InChI=1S/C42H64O15/c1-19-6-7-22(53-34(19)50)20(2)21-10-12-39(4)25-8-9-26-40(5,37(51)52)27(11-13-41(26)18-42(25,41)15-14-38(21,39)3)56-36-33(31(48)29(46)24(17-44)55-36)57-35-32(49)30(47)28(45)23(16-43)54-35/h6,20-33,35-36,43-49H,7-18H2,1-5H3,(H,51,52)/t20-,21+,22-,23+,24+,25-,26-,27-,28+,29+,30-,31-,32+,33+,35-,36-,38+,39-,40-,41+,42-/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@@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

PubChem CID
14488060

Calculated Physicochemical Properties

Heavy Atoms 57
Rings 8
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 760.21
Topological Polar Surface Area 248.34
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 15
logP 5.40
Molar Refractivity 204.66

Admin

Created at
14th Sep 2020
Updated at
14th Sep 2020