Structure Database (LMSD)

OH OH O O O O H HO H O H
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

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Steryl esters [ST0102]
Bufanolides and derivatives [ST0113]

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]

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

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

Admin

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