Structure Database (LMSD)

Common Name
Hellebrigenin-3-(12-hydroxy-laurate)
Systematic Name
3β,5β,14β-trihydroxy-19-oxo-bufa-20,22-dienolide-3β-yl-(12-hydroxy-dodecanoate)
Synonyms
  • Hellebrigenin-3-(12- hydroxydodecanoic acid) ester
LM ID
LMST01020121
Formula
C36H54O8
Exact Mass
Calculate m/z
614.38187
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)
QSHIBWOKKODRLV-BTFPVTJYSA-N
InChi (Click to copy)
InChI=1S/C36H54O8/c1-33-18-15-29-30(36(33,42)21-17-28(33)26-12-13-31(39)43-24-26)16-20-35(41)23-27(14-19-34(29,35)25-38)44-32(40)11-9-7-5-3-2-4-6-8-10-22-37/h12-13,24-25,27-30,37,41-42H,2-11,14-23H2,1H3/t27-,28+,29-,30+,33+,34-,35-,36-/m0/s1
SMILES (Click to copy)
C1[C@]2(C=O)[C@]3(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(CCCCCCCCCCCO)=O)C1)[H]

Other Databases

PubChem CID
171120329

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 5
Aromatic Rings 1
Rotatable Bonds 15
Van der Waals Molecular Volume 615.78
Topological Polar Surface Area 134.27
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 8.02
Molar Refractivity 168.03

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