Structure Database (LMSD)

Common Name
3-(16-Hydroxy-9Z-hexadecenoyl)-marinobufagin
Systematic Name
3β,5β-dihydroxy-14β,15β-epoxy-bufa-20,22-dienolide-3β-yl-16-hydroxy-9Z-hexadecenoate
Synonyms
  • Marinobufagin-3-(16-hydroxy-9Z-hexadecenoic acid) ester
  • Marinobufagin-3-(16-hydroxy-9Z-hexadecenoate)
LM ID
LMST01020134
Formula
C40H60O7
Exact Mass
Calculate m/z
652.433905
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)
IXVQMFZFDHXKKA-RHGBBNHPSA-N
InChi (Click to copy)
InChI=1S/C40H60O7/c1-37-22-19-30(46-36(43)16-14-12-10-8-6-4-3-5-7-9-11-13-15-25-41)27-39(37,44)24-21-32-31(37)20-23-38(2)33(26-34-40(32,38)47-34)29-17-18-35(42)45-28-29/h3,5,17-18,28,30-34,41,44H,4,6-16,19-27H2,1-2H3/b5-3-/t30-,31-,32+,33+,34+,37+,38+,39-,40+/m0/s1
SMILES (Click to copy)
C(O[C@@H]1C[C@]2(O)[C@@](C)([C@@]3([H])CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)C[C@H]5O[C@@]45[C@]3([H])CC2)CC1)(CCCCCCC/C=C\CCCCCCO)=O

Calculated Physicochemical Properties

Heavy Atoms 47
Rings 6
Aromatic Rings 1
Rotatable Bonds 17
Van der Waals Molecular Volume 663.83
Topological Polar Surface Area 109.50
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 7
logP 10.48
Molar Refractivity 184.56

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