Structure Database (LMSD)

Systematic Name
3β-[(β-d-glucopyranosyl)oxy]-14β,16β-dihydroxy-5β-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130083
Formula
C30H44O10
Exact Mass
Calculate m/z
564.29345
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)
QIVAZRNVKKOUNT-ZXJBVILDSA-N
InChi (Click to copy)
InChI=1S/C30H44O10/c1-28-9-7-17(39-27-26(36)25(35)24(34)21(13-31)40-27)11-16(28)4-5-19-18(28)8-10-29(2)23(20(32)12-30(19,29)37)15-3-6-22(33)38-14-15/h3,6,14,16-21,23-27,31-32,34-37H,4-5,7-13H2,1-2H3/t16-,17+,18+,19-,20+,21-,23+,24-,25+,26-,27-,28+,29-,30+/m1/s1
SMILES (Click to copy)
O([C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)[C@H]1CC[C@]2([C@@](C1)(CC[C@@]1([C@@]2(CC[C@]2([C@@]1(C[C@H](O)[C@@]2(C1C=CC(OC=1)=O)[H])O)C)[H])[H])[H])C

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 6
Aromatic Rings 1
Rotatable Bonds 4
Van der Waals Molecular Volume 522.48
Topological Polar Surface Area 172.12
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 10
logP 4.51
Molar Refractivity 145.63

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