Structure Database (LMSD)

Common Name
3-(14-Hydroxy-7Z-tetradecenoyl)-1beta-hydroxytelocinobufagin
Systematic Name
1β,3β,5β,14β-tetrahydroxy-bufa-20,22-dienolide-3β-yl-14-hydroxy-7Z-tetradecenooate
Synonyms
  • 1beta-hydroxytelocinobufagin-3-(14-hydroxy-7Z-tetradecenoic acid) ester
  • 1beta-hydroxytelocinobufagin-3-(14-hydroxy-7Z-tetradecenoate)
LM ID
LMST01020136
Formula
C38H58O8
Exact Mass
Calculate m/z
642.41317
Status
Curated
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)
LVQCCLLNFFBMSH-JXZNUJHOSA-N
InChi (Click to copy)
InChI=1S/C38H58O8/c1-35-20-17-30-31(38(35,44)22-19-29(35)27-15-16-33(41)45-26-27)18-21-37(43)25-28(24-32(40)36(30,37)2)46-34(42)14-12-10-8-6-4-3-5-7-9-11-13-23-39/h3-4,15-16,26,28-32,39-40,43-44H,5-14,17-25H2,1-2H3/b4-3-/t28-,29+,30-,31+,32+,35+,36-,37-,38-/m0/s1
SMILES (Click to copy)
[C@H]1(O)[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)CC[C@]4(O)[C@]3([H])CC[C@]2(O)C[C@@H](OC(CCCCC/C=C\CCCCCCO)=O)C1

Calculated Physicochemical Properties

Heavy Atoms 46
Rings 5
Aromatic Rings 1
Rotatable Bonds 15
Van der Waals Molecular Volume 650.38
Topological Polar Surface Area 137.43
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 8
logP 8.66
Molar Refractivity 178.68

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Created at
14th Aug 2024
Updated at
14th Aug 2024