Structure Database (LMSD)

Common Name
Resibufogenin
Systematic Name
3β-hydroxy-14β,15β-epoxy-5β-bufa-20,22-dienolide
Synonyms
  • Bufogenin
  • Respigon
LM ID
LMST01130031
Formula
C24H32O4
Exact Mass
Calculate m/z
384.23006
Sum Composition
ST 24:5;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry
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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)
ATLJNLYIJOCWJE-CWMZOUAVSA-N
InChi (Click to copy)
InChI=1S/C24H32O4/c1-22-9-7-16(25)11-15(22)4-5-18-17(22)8-10-23(2)19(12-20-24(18,23)28-20)14-3-6-21(26)27-13-14/h3,6,13,15-20,25H,4-5,7-12H2,1-2H3/t15-,16+,17+,18-,19-,20-,22+,23-,24-/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[C@H]5O[C@@]45[C@]3([H])CC[C@]2([H])C[C@@H](O)C1

Other Databases

CHEBI ID
31319
PubChem CID
6917974
Cayman ID
9001348
PDB ID
6JI

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 6
Aromatic Rings 1
Rotatable Bonds 1
Van der Waals Molecular Volume 365.94
Topological Polar Surface Area 62.97
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 6.02
Molar Refractivity 106.59

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Created at
13th May 2020
Updated at
13th May 2020