Structure Database (LMSD)

Common Name
1beta,16beta-dihydroxybufalin
Systematic Name
1β,3β,14β,16β-tetrahydroxy-5β-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130080
Formula
C24H34O6
Exact Mass
Calculate m/z
418.23554
Sum Composition
ST 24:4;O6
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)
RMFGOJNAZFIFPE-QHSJHSLLSA-N
InChi (Click to copy)
InChI=1S/C24H34O6/c1-22-8-7-16-17(5-4-14-9-15(25)10-19(27)23(14,16)2)24(22,29)11-18(26)21(22)13-3-6-20(28)30-12-13/h3,6,12,14-19,21,25-27,29H,4-5,7-11H2,1-2H3/t14-,15-,16+,17-,18+,19-,21+,22-,23+,24+/m1/s1
SMILES (Click to copy)
[C@H]1(O)[C@]2(C)[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)C1

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 5
Aromatic Rings 1
Rotatable Bonds 1
Van der Waals Molecular Volume 395.88
Topological Polar Surface Area 111.13
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 4.23
Molar Refractivity 111.85

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