Structure Database (LMSD)

Common Name
hellebrigenol-3-(14-hydroxymyristate)
Systematic Name
3β,5β,14β,19-tetrahydroxy-bufa-20,22-dienolide-3β-yl-14-hydroxy-tetradecanoate
Synonyms
  • hellebrigenol-3-(14-hydroxytetradecanoic acid) ester
LM ID
LMST01020118
Formula
C38H60O8
Exact Mass
Calculate m/z
644.42882
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)
Structures and inhibitory activity against breast cancer cells of new bufadienolides from the eggs of toad Bufo bufo gargarizans†,
RSC Adv, 2016

String Representations

InChiKey (Click to copy)
SQKIMIFVTRHHJO-ZPTGAHISSA-N
InChi (Click to copy)
InChI=1S/C38H60O8/c1-35-20-17-31-32(38(35,44)23-19-30(35)28-14-15-33(41)45-26-28)18-22-37(43)25-29(16-21-36(31,37)27-40)46-34(42)13-11-9-7-5-3-2-4-6-8-10-12-24-39/h14-15,26,29-32,39-40,43-44H,2-13,16-25,27H2,1H3/t29-,30+,31-,32+,35+,36-,37-,38-/m0/s1
SMILES (Click to copy)
C1[C@]2(CO)[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(CCCCCCCCCCCCCO)=O)C1

Other Databases

PubChem CID
171120332

Calculated Physicochemical Properties

Heavy Atoms 46
Rings 5
Aromatic Rings 1
Rotatable Bonds 17
Van der Waals Molecular Volume 653.02
Topological Polar Surface Area 137.43
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 8
logP 8.88
Molar Refractivity 178.77

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Created at
27th Apr 2021
Updated at
27th Apr 2021