Structure Database (LMSD)

H HO H H OH O O OH HO
Common Name
11alpha-hydroxytelocinobufagin
Systematic Name
3β,5β,11α,14β-tetrahydroxy-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130014
Formula
C24H34O6
Exact Mass
Calculate m/z
418.23554
Sum Composition
ST 24:4;O6
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
DHZAUUHFNLOXIY-BZLDVOFMSA-N
InChi (Click to copy)
InChI=1S/C24H34O6/c1-21-8-5-15(25)11-23(21,28)9-6-17-20(21)18(26)12-22(2)16(7-10-24(17,22)29)14-3-4-19(27)30-13-14/h3-4,13,15-18,20,25-26,28-29H,5-12H2,1-2H3/t15-,16+,17+,18+,20+,21+,22+,23-,24-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])[C@H](O)C[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)CC[C@]4(O)[C@]3([H])CC[C@]2(O)C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rhinella marina (#8386)
Amphibia (#8292)
Structures of novel bufadienolides in the eggs of a toad, Bufo marinus.,
Chem Pharm Bull (Tokyo), 1994
Pubmed ID: 8004728

Other Databases

PubChem CID
15789042

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 5
Aromatic Rings 1
Rotatable Bonds 1
Van der Waals Molecular Volume 395.88
Topological Polar Surface Area 111.13
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 4.37
Molar Refractivity 111.92

Admin

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