Structure Database (LMSD)

Systematic Name
1β,3β,5β,14β,16β-pentahydroxy-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130040
Status
Active
Exact Mass
Calculate m/z
434.230455
Formula
C24H34O7
Abbrev
ST 24:4;O7
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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

String Representations

InChiKey (Click to copy)
MLCCELAAOHCIOY-JVCAUVCHSA-N
InChi (Click to copy)
InChI=1S/C24H34O7/c1-21-7-5-15-16(6-8-23(29)10-14(25)9-18(27)22(15,23)2)24(21,30)11-17(26)20(21)13-3-4-19(28)31-12-13/h3-4,12,14-18,20,25-27,29-30H,5-11H2,1-2H3/t14-,15-,16+,17-,18+,20-,21+,22-,23-,24-/m0/s1
SMILES (Click to copy)
[C@H]1(O)[C@]2(C)[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(O)C[C@@H](O)C1

References

Reference
Bufadienolide Glycosides and Bufadienolides From the Whole Plants of Helleborus Lividus, and Their Cytotoxic Activity
Phytochemistry. 2020
10.1016/j.phytochem.2020.112415
PMID: 32480062

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 31
Rings 5
Aromatic Rings 1
Rotatable Bonds 1
Van der Waals Molecular Volume 404.67
Topological Polar Surface Area 131.36
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 7
logP 3.63
Molar Refractivity 113.82

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