Structure Database (LMSD)

Common Name
19-hydroxydesacetylcinobufagin
Systematic Name
3β,16β-19-trihydroxy-14β,15β-epoxy-5β-bufa-20,22-dienolide
Synonyms
  • Desacetylcinobufaginol
LM ID
LMST01130030
Status
Active
Exact Mass
Calculate m/z
416.21989
Formula
C24H32O6
Abbrev
ST 24:5;O6
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Bufanolides and derivatives [ST0113]

String Representations

InChiKey (Click to copy)
XDCJWJYMHNAEQH-DFJCLZAPSA-N
InChi (Click to copy)
InChI=1S/C24H32O6/c1-22-8-7-16-17(4-3-14-10-15(26)6-9-23(14,16)12-25)24(22)21(30-24)20(28)19(22)13-2-5-18(27)29-11-13/h2,5,11,14-17,19-21,25-26,28H,3-4,6-10,12H2,1H3/t14-,15+,16+,17-,19+,20-,21-,22-,23-,24-/m1/s1
SMILES (Click to copy)
C1[C@]2(CO)[C@@]3([H])CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)[C@@H](O)[C@H]5O[C@@]45[C@]3([H])CC[C@]2([H])C[C@@H](O)C1

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

Other Databases

PubChem CID
15513543

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 6
Aromatic Rings 1
Rotatable Bonds 2
Van der Waals Molecular Volume 383.52
Topological Polar Surface Area 103.43
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 4.53
Molar Refractivity 110.40

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