Structure Database (LMSD)

Common Name
3-(14-Hydroxy-tetradecanoyl)-bufotalin
Systematic Name
3β,14β-dihydroxy-16β-acetoxy-5β-bufa-20,22-dienolide-3β-yl-14-hydroxy-tetradecanoate
Synonyms
  • Bufotalin-3-(14-Hydroxy-tetradecanoic acid) ester
  • Bufotalin-3-(14-Hydroxy-tetradecanoate)
LM ID
LMST01020143
Formula
C40H62O8
Exact Mass
Calculate m/z
670.44447
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)
BWZQCGOGMNKQTR-PAQFXLEWSA-N
InChi (Click to copy)
InChI=1S/C40H62O8/c1-28(42)47-34-26-40(45)33-18-17-30-25-31(48-36(44)15-13-11-9-7-5-4-6-8-10-12-14-24-41)20-22-38(30,2)32(33)21-23-39(40,3)37(34)29-16-19-35(43)46-27-29/h16,19,27,30-34,37,41,45H,4-15,17-18,20-26H2,1-3H3/t30-,31+,32+,33-,34+,37+,38+,39-,40+/m1/s1
SMILES (Click to copy)
O(C(=O)CCCCCCCCCCCCCO)[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 48
Rings 5
Aromatic Rings 1
Rotatable Bonds 18
Van der Waals Molecular Volume 684.98
Topological Polar Surface Area 123.27
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 8
logP 10.05
Molar Refractivity 186.35

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