Structure Database (LMSD)

HO O O H H H HO H
Common Name
Bufohydrolide B
Systematic Name
3β,19-dihydroxy-5β-bufa-14,20,22-trienolide
Synonyms
LM ID
LMST01130011
Formula
C24H32O4
Exact Mass
Calculate m/z
384.23006
Sum Composition
ST 24:5;O4
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)
ZLORGAIHYXNNMX-RHORJOHJSA-N
InChi (Click to copy)
InChI=1S/C24H32O4/c1-23-10-9-21-18(4-3-16-12-17(26)8-11-24(16,21)14-25)20(23)6-5-19(23)15-2-7-22(27)28-13-15/h2,6-7,13,16-19,21,25-26H,3-5,8-12,14H2,1H3/t16-,17+,18+,19-,21+,23-,24-/m1/s1
SMILES (Click to copy)
C1[C@]2(CO)[C@@]3([H])CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)CC=C4[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)
Two new 19-hydroxy bufadienolides with cytotoxic activity from the skins of Bufo melanosticus.,
Nat Prod Res, 2020
Pubmed ID: 32202160

Other Databases

PubChem CID
171119422

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 5
Aromatic Rings 1
Rotatable Bonds 2
Van der Waals Molecular Volume 375.66
Topological Polar Surface Area 70.67
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 5.49
Molar Refractivity 107.95

Admin

Created at
12th May 2020
Updated at
13th May 2020