Structure Database (LMSD)

Systematic Name
5β,14β-dihydroxy-3β-[(α-l-rhamnopyranosyl)oxy]-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130081
Formula
C30H44O9
Exact Mass
Calculate m/z
548.298535
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 niger (#171896)
Magnoliopsida (#3398)
Steroidal constituents in the whole plants of Helleborus niger and their cytotoxic activity in vitro.,
Phytochemistry, 2024
Pubmed ID: 39260588

String Representations

InChiKey (Click to copy)
DZXYYNPTDYYNQY-ULASFVDBSA-N
InChi (Click to copy)
InChI=1S/C30H44O9/c1-16-23(32)24(33)25(34)26(38-16)39-18-6-10-27(2)20-7-11-28(3)19(17-4-5-22(31)37-15-17)9-13-30(28,36)21(20)8-12-29(27,35)14-18/h4-5,15-16,18-21,23-26,32-36H,6-14H2,1-3H3/t16-,18-,19+,20-,21+,23-,24+,25+,26-,27+,28+,29-,30-/m0/s1
SMILES (Click to copy)
O([C@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O1)[C@H]1CC[C@]2([C@@](C1)(CC[C@@]1([C@@]2(CC[C@]2([C@@]1(CC[C@@]2(C1C=CC(OC=1)=O)[H])O)C)[H])[H])O)C

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 6
Aromatic Rings 1
Rotatable Bonds 3
Van der Waals Molecular Volume 513.69
Topological Polar Surface Area 151.89
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 9
logP 5.40
Molar Refractivity 143.80

Admin

Created at
18th Oct 2024
Updated at
18th Oct 2024