Structure Database (LMSD)

Systematic Name
3-O-(4-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-3β,14β,16β-trihydroxy-19-oxo-5α-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130038
Status
Active
Exact Mass
Calculate m/z
740.32554
Formula
C36H52O16
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

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

String Representations

InChiKey (Click to copy)
SREVWSOCPHTQPW-VLOFFNASSA-N
InChi (Click to copy)
InChI=1S/C36H52O16/c1-34-8-7-19-20(36(34,47)11-21(40)25(34)16-2-5-24(41)48-14-16)4-3-17-10-18(6-9-35(17,19)15-39)49-32-30(46)28(44)31(23(13-38)51-32)52-33-29(45)27(43)26(42)22(12-37)50-33/h2,5,14-15,17-23,25-33,37-38,40,42-47H,3-4,6-13H2,1H3/t17-,18-,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@@]3([H])CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)[C@@H](O)C[C@]4(O)[C@]3([H])CC[C@@]2([H])C[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)[C@@H](CO)O2)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Helleborus lividus (#171890)
Magnoliopsida (#3398)
Bufadienolide glycosides and bufadienolides from the whole plants of Helleborus lividus, and their cytotoxic activity.,
Phytochemistry, 2020
Pubmed ID: 32480062

Calculated Physicochemical Properties

Heavy Atoms 52
Rings 7
Aromatic Rings 1
Rotatable Bonds 8
Van der Waals Molecular Volume 664.02
Topological Polar Surface Area 270.41
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 16
logP 3.23
Molar Refractivity 181.70

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Created at
5th Jun 2020
Updated at
5th Jun 2020