Structure Database (LMSD)

Common Name
3-(16-Hydroxy-9Z-hexadecenoyl)-arenobufagin
Systematic Name
12-oxo-3β,11α,14β-trihydroxy-5β-bufa-20,22-dienolide-3β-yl-16-hydroxy-9Z-hexadecenoate
Synonyms
  • Arenobufagin-3-(16-hydroxy-9Z-hexadecenoic acid) ester
  • Arenobufagin-3-(16-hydroxy-9Z-hexadecenoate)
LM ID
LMST01020139
Formula
C40H60O8
Exact Mass
Calculate m/z
668.42882
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)
NKIPBUXRIYEWRD-AICHJQRTSA-N
InChi (Click to copy)
InChI=1S/C40H60O8/c1-38-23-21-30(48-34(43)16-14-12-10-8-6-4-3-5-7-9-11-13-15-25-41)26-29(38)18-19-32-35(38)36(44)37(45)39(2)31(22-24-40(32,39)46)28-17-20-33(42)47-27-28/h3,5,17,20,27,29-32,35-36,41,44,46H,4,6-16,18-19,21-26H2,1-2H3/b5-3-/t29-,30+,31-,32-,35-,36+,38+,39+,40+/m1/s1
SMILES (Click to copy)
C1[C@]2(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])CC[C@]2([H])C[C@@H](OC(CCCCCCC/C=C\CCCCCCO)=O)C1

Calculated Physicochemical Properties

Heavy Atoms 48
Rings 5
Aromatic Rings 1
Rotatable Bonds 17
Van der Waals Molecular Volume 682.34
Topological Polar Surface Area 134.27
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 9.22
Molar Refractivity 186.33

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