Structure Database (LMSD)

Systematic Name
3β,5β,14β,16β-tetrahydroxy-19-oxo-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130044
Formula
C24H32O7
Exact Mass
Calculate m/z
432.214805
Sum Composition
ST 24:5;O7
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 lividus (#171890)
Magnoliopsida (#3398)
Bufadienolide glycosides and bufadienolides from the whole plants of Helleborus lividus, and their cytotoxic activity.,
Phytochemistry, 2020
Pubmed ID: 32480062

String Representations

InChiKey (Click to copy)
UIZLNEHNQJELIE-GHFDIACOSA-N
InChi (Click to copy)
InChI=1S/C24H32O7/c1-21-7-5-16-17(6-9-23(29)10-15(26)4-8-22(16,23)13-25)24(21,30)11-18(27)20(21)14-2-3-19(28)31-12-14/h2-3,12-13,15-18,20,26-27,29-30H,4-11H2,1H3/t15-,16-,17+,18-,20-,21+,22-,23-,24-/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(O)C[C@@H](O)C1

Other Databases

PubChem CID
14888410

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 5
Aromatic Rings 1
Rotatable Bonds 2
Van der Waals Molecular Volume 402.03
Topological Polar Surface Area 128.20
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 3.55
Molar Refractivity 112.31

Admin

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