Structure Database (LMSD)

Common Name
19-oxodesacetylcinobufagin
Systematic Name
3β,16β-dihydroxy-19-oxo-14β,15β-epoxy-5β-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130017
Formula
C24H30O6
Exact Mass
Calculate m/z
414.20424
Sum Composition
ST 24:6;O6
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

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)
JNBBHUNHDKWCIR-DFJCLZAPSA-N
InChi (Click to copy)
InChI=1S/C24H30O6/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/h2,5,11-12,14-17,19-21,26,28H,3-4,6-10H2,1H3/t14-,15+,16+,17-,19+,20-,21-,22-,23-,24-/m1/s1
SMILES (Click to copy)
C1[C@]2(C=O)[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

Other Databases

PubChem CID
11144140

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 6
Aromatic Rings 1
Rotatable Bonds 2
Van der Waals Molecular Volume 380.88
Topological Polar Surface Area 100.27
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 6
logP 4.45
Molar Refractivity 108.89

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