Structure Database (LMSD)

O O HO O H HO H O H H OH
Common Name
19-hydroxybufalin-3-(16-hydroxy-palmitate)
Systematic Name
3β,14β,19-trihydroxy-5β-bufa-20,22-dienolide-3β-yl-(16-hydroxy-hexadecanoate)
Synonyms
  • 19-hydroxybufalin-3-(16-hydroxyhexadecenoic acid)
LM ID
LMST01020122
Formula
C40H64O7
Exact Mass
Calculate m/z
656.465205
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Steryl esters [ST0102]
Bufanolides and derivatives [ST0113]

String Representations

InChiKey (Click to copy)
LPPDUYXCQAPSQI-RSXUUICFSA-N
InChi (Click to copy)
InChI=1S/C40H64O7/c1-38-23-21-34-35(40(38,45)25-22-33(38)30-16-19-36(43)46-28-30)18-17-31-27-32(20-24-39(31,34)29-42)47-37(44)15-13-11-9-7-5-3-2-4-6-8-10-12-14-26-41/h16,19,28,31-35,41-42,45H,2-15,17-18,20-27,29H2,1H3/t31-,32+,33-,34+,35-,38-,39-,40+/m1/s1
SMILES (Click to copy)
C1[C@]2(CO)[C@]3(CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)CC[C@]4(O)[C@]3([H])CC[C@]2([H])C[C@@H](OC(CCCCCCCCCCCCCCCO)=O)C1)[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bufo gargarizans (#30331)
Amphibia (#8292)
Structures and inhibitory activity against breast cancer cells of new bufadienolides from the eggs of toad Bufo bufo gargarizans†

Other Databases

PubChem CID
171118804

Calculated Physicochemical Properties

Heavy Atoms 47
Rings 5
Aromatic Rings 1
Rotatable Bonds 19
Van der Waals Molecular Volume 678.83
Topological Polar Surface Area 117.20
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 10.26
Molar Refractivity 186.03

Admin

Created at
27th Apr 2021
Updated at
27th Apr 2021