Structure Database (LMSD)

OH H H OH OH O O O HO HO O O H
Systematic Name
3-O(α-L-rhamnopyranosyl)-3β,5β,14β-trihydroxy-19-oxo-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130042
Formula
C30H42O10
Exact Mass
Calculate m/z
562.2778
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
HNNFRQFXBWSJBX-MTUTWWBMSA-N
InChi (Click to copy)
InChI=1S/C30H42O10/c1-16-23(33)24(34)25(35)26(39-16)40-18-5-10-28(15-31)20-6-9-27(2)19(17-3-4-22(32)38-14-17)8-12-30(27,37)21(20)7-11-29(28,36)13-18/h3-4,14-16,18-21,23-26,33-37H,5-13H2,1-2H3/t16-,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)CC[C@]4(O)[C@]3([H])CC[C@]2(O)C[C@@H](O[C@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](C)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

Other Databases

PubChem CID
44584382

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 6
Aromatic Rings 1
Rotatable Bonds 4
Van der Waals Molecular Volume 519.84
Topological Polar Surface Area 168.96
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 10
logP 4.58
Molar Refractivity 144.19

Admin

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