Structure Database (LMSD)

Common Name
11alpha-hydroxymarinobufagin
Systematic Name
3β,5β,11α-trihydroxy14β,15β-epoxy-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130015
Formula
C24H32O6
Exact Mass
Calculate m/z
416.21989
Sum Composition
ST 24:5;O6
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
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

String Representations

InChiKey (Click to copy)
BWPWHFUZSHEWAZ-XIMNLYDUSA-N
InChi (Click to copy)
InChI=1S/C24H32O6/c1-21-7-5-14(25)10-23(21,28)8-6-15-20(21)17(26)11-22(2)16(9-18-24(15,22)30-18)13-3-4-19(27)29-12-13/h3-4,12,14-18,20,25-26,28H,5-11H2,1-2H3/t14-,15+,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)C[C@H]5O[C@@]45[C@]3([H])CC[C@]2(O)C[C@@H](O)C1

Other Databases

PubChem CID
10251344

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 6
Aromatic Rings 1
Rotatable Bonds 1
Van der Waals Molecular Volume 383.52
Topological Polar Surface Area 103.43
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 4.68
Molar Refractivity 110.47

Admin

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