Structure Database (LMSD)

Common Name
Desacetylcinobufagin
Systematic Name
3β-16β-dihydroxy-14β,15β-epoxy-5β-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130033
Formula
C24H32O5
Exact Mass
Calculate m/z
400.224975
Sum Composition
ST 24:5;O5
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)
IXZHDDUFQVXHIL-UOAIQHMYSA-N
InChi (Click to copy)
InChI=1S/C24H32O5/c1-22-9-7-15(25)11-14(22)4-5-17-16(22)8-10-23(2)19(13-3-6-18(26)28-12-13)20(27)21-24(17,23)29-21/h3,6,12,14-17,19-21,25,27H,4-5,7-11H2,1-2H3/t14-,15+,16+,17-,19+,20-,21-,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@@H](O)[C@H]5O[C@@]45[C@]3([H])CC[C@]2([H])C[C@@H](O)C1

Other Databases

PubChem CID
11877495
Cayman ID
39822

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 6
Aromatic Rings 1
Rotatable Bonds 1
Van der Waals Molecular Volume 374.73
Topological Polar Surface Area 83.20
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 5.27
Molar Refractivity 108.50

Admin

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