Structure Database (LMSD)

Common Name
12beta-hydroxycinobufagin
Systematic Name
3β,12β-dihydroxy-16β-acetoxy-14β,15β-epoxy-5β-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130029
Status
Active
Exact Mass
Calculate m/z
458.230455
Formula
C26H34O7
Abbrev
ST 26:6;O7
Show lipids differing only in stereochemistry/bond geometry
Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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

String Representations

InChiKey (Click to copy)
GZNLDYYHFCFJOU-QLKRLITRSA-N
InChi (Click to copy)
InChI=1S/C26H34O7/c1-13(27)32-22-21(14-4-7-20(30)31-12-14)25(3)19(29)11-18-17(26(25)23(22)33-26)6-5-15-10-16(28)8-9-24(15,18)2/h4,7,12,15-19,21-23,28-29H,5-6,8-11H2,1-3H3/t15-,16+,17-,18+,19-,21+,22-,23-,24+,25-,26-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])C[C@@H](O)[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

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
15513541

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 6
Aromatic Rings 1
Rotatable Bonds 3
Van der Waals Molecular Volume 424.27
Topological Polar Surface Area 109.50
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 7
logP 5.10
Molar Refractivity 119.94

Admin

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