Structure Database (LMSD)

Common Name
Hellebrin
Systematic Name
3β-(6-deoxy-4-O-β-D-glucopyranosyl-α-L-mannopyranosyloxy)-5,14-dihydroxy-19-oxo-5β-bufa-20,22-dienolide
Synonyms
  • Hellebrigenin 3-O-glucosylrhamnoside
  • Hellebrin
LM ID
LMST01130006
Formula
C36H52O15
Exact Mass
Calculate m/z
724.330625
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Bufanolides and derivatives [ST0113]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Helleborus niger (#171896)
Magnoliopsida (#3398)
The structure of hellebrin,
Chem. Eur, 1995

String Representations

InChiKey (Click to copy)
DCSLTSSPIJWEJN-YRFFWODSSA-N
InChi (Click to copy)
InChI=1S/C36H52O15/c1-17-30(51-32-28(43)26(41)25(40)23(14-37)50-32)27(42)29(44)31(48-17)49-19-5-10-34(16-38)21-6-9-33(2)20(18-3-4-24(39)47-15-18)8-12-36(33,46)22(21)7-11-35(34,45)13-19/h3-4,15-17,19-23,25-32,37,40-46H,5-14H2,1-2H3/t17-,19-,20+,21-,22+,23+,25+,26-,27-,28+,29+,30-,31-,32-,33+,34-,35-,36-/m0/s1
SMILES (Click to copy)
C1[C@@]2(C=O)[C@](O)(CC[C@]3([H])[C@]2([H])CC[C@]2(C)[C@@]([H])(C4C=CC(=O)OC=4)CC[C@]32O)C[C@@H](O[C@H]2[C@H](O)[C@H](O)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](C)O2)C1

Other Databases

KEGG ID
C08868
PubChem CID
441859
Cayman ID
21442

Calculated Physicochemical Properties

Heavy Atoms 51
Rings 7
Aromatic Rings 1
Rotatable Bonds 7
Van der Waals Molecular Volume 655.23
Topological Polar Surface Area 250.18
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 15
logP 4.12
Molar Refractivity 179.87

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Created at
-
Updated at
17th Jul 2020