Structure Database (LMSD)

Common Name
3-(9Z-Octadecanoyl)-bufotalin
Systematic Name
3β,14β-dihydroxy-16β-acetoxy-5β-bufa-20,22-dienolide-3β-yl-9Z-Octadecanoate
Synonyms
  • Bufotalin-3-(linoleic acid) ester
  • Bufotalin-3-(linoleate)
LM ID
LMST01020150
Formula
C44H68O7
Exact Mass
Calculate m/z
708.496505
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bufo gargarizans (#30331)
Amphibia (#8292)
Bufadienolide-Fatty Acid Conjugates from the Fertilized Eggs of Toad Bufo gargarizans: Isolation, Characterization, Toxicity, and Antiproliferative Evaluation.,
J Agric Food Chem, 2024
Pubmed ID: 39051843

String Representations

InChiKey (Click to copy)
AZQVACOCLDEPFY-HWBYVQCKSA-N
InChi (Click to copy)
InChI=1S/C44H68O7/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-40(47)51-35-25-27-42(3)34(29-35)22-23-37-36(42)26-28-43(4)41(33-21-24-39(46)49-31-33)38(50-32(2)45)30-44(37,43)48/h12-13,21,24,31,34-38,41,48H,5-11,14-20,22-23,25-30H2,1-4H3/b13-12-/t34-,35+,36+,37-,38+,41+,42+,43-,44+/m1/s1
SMILES (Click to copy)
O(C(CCCCCCC/C=C\CCCCCCCC)=O)[C@@H]1C[C@]2([H])[C@@](C)([C@@]3([H])CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)[C@@H](OC(=O)C)C[C@]4(O)[C@]3([H])CC2)CC1

Calculated Physicochemical Properties

Heavy Atoms 51
Rings 5
Aromatic Rings 1
Rotatable Bonds 20
Van der Waals Molecular Volume 742.75
Topological Polar Surface Area 103.04
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 7
logP 12.13
Molar Refractivity 202.82

Admin

Created at
15th Aug 2024
Updated at
15th Aug 2024