Structure Database (LMSD)

Common Name
Cinobufagin
Systematic Name
3β-hydroxy-16β-acetoxy-14β,15β-epoxy-5β-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130032
Formula
C26H34O6
Exact Mass
Calculate m/z
442.23554
Sum Composition
ST 26:6;O6
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

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)
SCULJPGYOQQXTK-OLRINKBESA-N
InChi (Click to copy)
InChI=1S/C26H34O6/c1-14(27)31-22-21(15-4-7-20(29)30-13-15)25(3)11-9-18-19(26(25)23(22)32-26)6-5-16-12-17(28)8-10-24(16,18)2/h4,7,13,16-19,21-23,28H,5-6,8-12H2,1-3H3/t16-,17+,18+,19-,21+,22-,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@H]5O[C@@]45[C@]3([H])CC[C@]2([H])C[C@@H](O)C1

Other Databases

KEGG ID
C16931
CHEBI ID
80805
PubChem CID
11969542
Cayman ID
19844

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 6
Aromatic Rings 1
Rotatable Bonds 3
Van der Waals Molecular Volume 415.48
Topological Polar Surface Area 89.27
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 6
logP 5.85
Molar Refractivity 118.04

Admin

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