Structure Database (LMSD)

OH O O O O OH HO H O H H
Common Name
Hellebrigenin-3-(14-hydroxy-6Z-tetradecenoate)
Systematic Name
3β,5β,14β-trihydroxy-19-oxo-bufa-20,22-dienolide-3β-yl-(14-hydroxy-6Z-tetradecenoate)
Synonyms
  • (6'Z)-hellebrigenin-3-(14- hydroxy-7-tetradecenoicacid) ester
LM ID
LMST01020120
Formula
C38H56O8
Exact Mass
Calculate m/z
640.39752
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)
FKVICRXKRHIRKC-MBAQNDQNSA-N
InChi (Click to copy)
InChI=1S/C38H56O8/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/h3,5,14-15,26-27,29-32,39,43-44H,2,4,6-13,16-25H2,1H3/b5-3-/t29-,30+,31-,32+,35+,36-,37-,38-/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(CCCC/C=C\CCCCCCCO)=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
171120330

Calculated Physicochemical Properties

Heavy Atoms 46
Rings 5
Aromatic Rings 1
Rotatable Bonds 16
Van der Waals Molecular Volume 647.74
Topological Polar Surface Area 134.27
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 8.58
Molar Refractivity 177.17

Admin

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