Structure Database (LMSD)

Common Name
Abrusoside B
Systematic Name
(22S,24Z)-3β-(6-methyl-β-D-glucuronopyranosyl-(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-glucuronopyranoside-6'-methyl ester.
LM ID
LMST01100026
Formula
C43H64O16
Exact Mass
Calculate m/z
836.419441
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)
INCULGNJNLRUCH-IVXQMWAOSA-N
InChi (Click to copy)
InChI=1S/C43H64O16/c1-19-7-8-22(55-34(19)50)20(2)21-11-13-40(4)24-9-10-25-41(5,38(52)53)26(12-14-42(25)18-43(24,42)16-15-39(21,40)3)57-37-33(29(47)27(45)23(17-44)56-37)59-36-31(49)28(46)30(48)32(58-36)35(51)54-6/h7,20-33,36-37,44-49H,8-18H2,1-6H3,(H,52,53)/t20-,21+,22-,23+,24-,25-,26-,27+,28-,29-,30-,31+,32-,33+,36-,37-,39+,40-,41-,42+,43-/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](C(=O)OC)[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
44575935

Calculated Physicochemical Properties

Heavy Atoms 59
Rings 8
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 783.66
Topological Polar Surface Area 254.41
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 16
logP 5.30
Molar Refractivity 209.10

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