Structure Database (LMSD)

Common Name
Hellebrigenin glucoside
Systematic Name
3β-[(β-d-glucopyranosyl)oxy]-5β,14β-dihydroxy-19-oxobufa-20,22-dienolide
Synonyms
LM ID
LMST01130085
Formula
C30H42O11
Exact Mass
Calculate m/z
578.272715
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)
AXUYMUBJXHVZEL-DBOUUHTQSA-N
InChi (Click to copy)
InChI=1S/C30H42O11/c1-27-8-5-19-20(30(27,38)11-7-18(27)16-2-3-22(33)39-14-16)6-10-29(37)12-17(4-9-28(19,29)15-32)40-26-25(36)24(35)23(34)21(13-31)41-26/h2-3,14-15,17-21,23-26,31,34-38H,4-13H2,1H3/t17-,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](CO)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=O

Other Databases

CHEBI ID
182734
PubChem CID
3055779

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 3.84
Molar Refractivity 146.09

Admin

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