Structure Database (LMSD)

H O O HO H HO O O O H H O
Common Name
Bufogargarizin A
Systematic Name
Synonyms
LM ID
LMST01130064
Formula
C25H30O8
Exact Mass
Calculate m/z
458.19407
Sum Composition
ST 25:7;O8
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)
UKXMUDIZBSVEME-JVDUOENTSA-N
InChi (Click to copy)
InChI=1S/C25H30O8/c1-12(26)32-21-20(13-3-4-19(29)31-11-13)23(2)7-6-15-16(25(23)22(21)33-25)10-17-18(28)9-14(27)5-8-24(15,17)30/h3-4,11,14-17,20-22,27,30H,5-10H2,1-2H3/t14-,15-,16+,17+,20-,21+,22+,23+,24-,25+/m0/s1
SMILES (Click to copy)
[C@]12(C[C@]3([H])C(=O)C[C@@H](O)CC[C@]3(O)[C@@]1([H])CC[C@]1(C)[C@@]([H])(C3=COC(=O)C=C3)[C@@H](OC(=O)C)[C@H]3O[C@@]132)[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bufo gargarizans (#30331)
Amphibia (#8292)
Bufogargarizins A and B: two novel 19-norbufadienolides with unprecedented skeletons from the venom of Bufo bufo gargarizans.,
Chemistry, 2010
Pubmed ID: 20715201

Other Databases

PubChem CID
49818075

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 6
Aromatic Rings 1
Rotatable Bonds 3
Van der Waals Molecular Volume 413.12
Topological Polar Surface Area 126.57
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 8
logP 4.04
Molar Refractivity 115.79

Admin

Created at
26th Apr 2021
Updated at
26th Apr 2021