Structure Database (LMSD)

Common Name
3-epi-Bufotalin
Systematic Name
3α,14β-dihydroxy-16β-acetoxy-5β-bufa-20,22-dienolide
Synonyms
  • Bufotaline
LM ID
LMST01130077
Formula
C26H36O6
Exact Mass
Calculate m/z
444.25119
Sum Composition
ST 26:5;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

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Duttaphrynus melanostictus (#30335)
Amphibia (#8292)
Isolation and structure of five new cancer cell growth inhibitory bufadienolides from the Chinese traditional drug Ch'an Su.,
J Nat Prod, 2001
Pubmed ID: 11575946

String Representations

InChiKey (Click to copy)
VOZHMAYHYHEWBW-YFROJKNGSA-N
InChi (Click to copy)
InChI=1S/C26H36O6/c1-15(27)32-21-13-26(30)20-6-5-17-12-18(28)8-10-24(17,2)19(20)9-11-25(26,3)23(21)16-4-7-22(29)31-14-16/h4,7,14,17-21,23,28,30H,5-6,8-13H2,1-3H3/t17-,18-,19+,20-,21+,23+,24+,25-,26+/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)[C@@H](OC(=O)C)C[C@]4(O)[C@]3([H])CC[C@]2([H])C[C@H](O)C1

Other Databases

PubChem CID
54590801

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 5
Aromatic Rings 1
Rotatable Bonds 3
Van der Waals Molecular Volume 427.84
Topological Polar Surface Area 96.97
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 6
logP 5.54
Molar Refractivity 119.49

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Created at
3rd Oct 2022
Updated at
3rd Oct 2022