Structure Database (LMSD)

Common Name
Hellebrigenin
Systematic Name
3β,5,14-trihydroxy-19-oxo-5β-bufa-20,22-dienolide
Synonyms
  • Bufotalidin
  • Gellebrigenin
LM ID
LMST01130004
Formula
C24H32O6
Exact Mass
Calculate m/z
416.21989
Sum Composition
ST 24:5;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

Reference
Die Konstitution des Hellebrigenins. Glykoside und Aglykone, 48. Mitteilung
Helv. Chim. Acta 1949
https://doi.org/10.1002/hlca.19490320512

String Representations

InChiKey (Click to copy)
TVKPTWJPKVSGJB-XHCIOXAKSA-N
InChi (Click to copy)
InChI=1S/C24H32O6/c1-21-8-5-18-19(6-10-23(28)12-16(26)4-9-22(18,23)14-25)24(21,29)11-7-17(21)15-2-3-20(27)30-13-15/h2-3,13-14,16-19,26,28-29H,4-12H2,1H3/t16-,17+,18-,19+,21+,22-,23-,24-/m0/s1
SMILES (Click to copy)
C1[C@@]2(C=O)[C@](O)(CC[C@]3([H])[C@]2([H])CC[C@]2(C)[C@@]([H])(C4C=CC(=O)OC=4)CC[C@]32O)C[C@@H](O)C1

Other Databases

PubChem CID
16070014

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 5
Aromatic Rings 1
Rotatable Bonds 2
Van der Waals Molecular Volume 393.24
Topological Polar Surface Area 107.97
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 4.29
Molar Refractivity 110.41

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Created at
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Updated at
17th Jul 2020