Structure Database (LMSD)

Systematic Name
3-O-(β-D-glucopyranosyl)-3β,14β,16β-trihydroxy-19-oxo-5α-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130036
Formula
C30H42O11
Exact Mass
Calculate m/z
578.272715
Sum Composition
ST 24:5;O6;Hex
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)
VQNGVQSHICLZSC-DGHYXMSISA-N
InChi (Click to copy)
InChI=1S/C30H42O11/c1-28-8-7-18-19(30(28,38)11-20(33)23(28)15-2-5-22(34)39-13-15)4-3-16-10-17(6-9-29(16,18)14-32)40-27-26(37)25(36)24(35)21(12-31)41-27/h2,5,13-14,16-21,23-27,31,33,35-38H,3-4,6-12H2,1H3/t16-,17-,18-,19+,20-,21+,23-,24+,25-,26+,27+,28+,29+,30-/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](CO)O2)C1

Other Databases

PubChem CID
171119029

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 6
Aromatic Rings 1
Rotatable Bonds 5
Van der Waals Molecular Volume 528.63
Topological Polar Surface Area 189.19
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 11
logP 3.69
Molar Refractivity 146.02

Admin

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