Structure Database (LMSD)

Common Name
3-(9Z-Hexadecenoyl)-bufalin
Systematic Name
3β,14β-dihydroxy-5β-bufa-20,22-dienolide-3β-yl-9Z-hexadecenoate
Synonyms
  • Bufalin-3-(9Z-hexadecenoic acid) ester
  • Bufalin-3-(9Z-hexadecenoate)
LM ID
LMST01020147
Formula
C40H62O5
Exact Mass
Calculate m/z
622.459725
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)
FMTZUHVJJDBADD-AQBMQXODSA-N
InChi (Click to copy)
InChI=1S/C40H62O5/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-37(42)45-32-22-25-38(2)31(28-32)19-20-35-34(38)23-26-39(3)33(24-27-40(35,39)43)30-18-21-36(41)44-29-30/h9-10,18,21,29,31-35,43H,4-8,11-17,19-20,22-28H2,1-3H3/b10-9-/t31-,32+,33-,34+,35-,38+,39-,40+/m1/s1
SMILES (Click to copy)
O(C(CCCCCCC/C=C\CCCCCC)=O)[C@@H]1C[C@]2([H])[C@@](C)([C@@]3([H])CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)CC[C@]4(O)[C@]3([H])CC2)CC1

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 5
Aromatic Rings 1
Rotatable Bonds 16
Van der Waals Molecular Volume 658.61
Topological Polar Surface Area 76.74
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 11.52
Molar Refractivity 182.14

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