Structure Database (LMSD)

Common Name
Abrusoside E
Systematic Name
(22S,24Z)-3β-(β-D-glucopyranosyl-(1-2)-β-D-glucuronopyranosyloxy)-26-oxo-22,26-epoxy-9β,19-cyclolanost- 24-en-28-oic acid
Synonyms
  • Abrusogenin-3-beta-D-glucuronopyranosyl)-(1-2)-beta-D-glucopyranoside
LM ID
LMST01100029
Formula
C42H62O16
Exact Mass
Calculate m/z
822.40379
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)
Abrusoside e, a further sweet-tasting cycloartane glycoside from the leaves of Abrus precatorius,
Phytochemistry, 1996

String Representations

InChiKey (Click to copy)
HMQKXUDOQSFWTG-YAQHSBSXSA-N
InChi (Click to copy)
InChI=1S/C42H62O16/c1-18-6-7-21(54-34(18)51)19(2)20-10-12-39(4)23-8-9-24-40(5,37(52)53)25(11-13-41(24)17-42(23,41)15-14-38(20,39)3)56-36-32(29(47)28(46)31(57-36)33(49)50)58-35-30(48)27(45)26(44)22(16-43)55-35/h6,19-32,35-36,43-48H,7-17H2,1-5H3,(H,49,50)(H,52,53)/t19-,20+,21-,22+,23-,24-,25-,26+,27-,28-,29-,30+,31-,32+,35-,36+,38+,39-,40-,41+,42-/m0/s1
SMILES (Click to copy)
C1C[C@H](O[C@@H]2O[C@H](C(=O)O)[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
101616458

Calculated Physicochemical Properties

Heavy Atoms 58
Rings 8
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 766.36
Topological Polar Surface Area 265.41
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 16
logP 5.21
Molar Refractivity 204.72

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