Structure Database (LMSD)

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
Curated
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)
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]

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

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