Structure Database (LMSD)

Common Name
3-(14-Hydroxy-tetradecanoyl)-arenobufagin
Systematic Name
12-oxo-3β,11α,14β-trihydroxy-5β-bufa-20,22-dienolide-3β-yl-14-hydroxy-tetradecanoate
Synonyms
  • Arenobufagin-3-(14-Hydroxy-tetradecanoic acid) ester
  • Arenobufagin-3-(14-Hydroxy-tetradecanoate)
LM ID
LMST01020138
Formula
C38H58O8
Exact Mass
Calculate m/z
642.41317
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)
ZRTJHYJNSQEHLQ-SPBWACSCSA-N
InChi (Click to copy)
InChI=1S/C38H58O8/c1-36-21-19-28(46-32(41)14-12-10-8-6-4-3-5-7-9-11-13-23-39)24-27(36)16-17-30-33(36)34(42)35(43)37(2)29(20-22-38(30,37)44)26-15-18-31(40)45-25-26/h15,18,25,27-30,33-34,39,42,44H,3-14,16-17,19-24H2,1-2H3/t27-,28+,29-,30-,33-,34+,36+,37+,38+/m1/s1
SMILES (Click to copy)
C(O[C@@H]1C[C@]2([H])[C@@](C)([C@@]3([H])[C@H](O)C(=O)[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)CC[C@]4(O)[C@]3([H])CC2)CC1)(CCCCCCCCCCCCCO)=O

Calculated Physicochemical Properties

Heavy Atoms 46
Rings 5
Aromatic Rings 1
Rotatable Bonds 16
Van der Waals Molecular Volume 650.38
Topological Polar Surface Area 134.27
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 8.66
Molar Refractivity 177.19

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