Structure Database (LMSD)

Common Name
3beta,5beta,10beta,14beta-tetrahydroxy-19-norbufa-20,22-dienolide-3-(14-hydroxy-myristate
Systematic Name
3β,5β,10β,14β-tetrahydroxy-19-norbufa-20,22-dienolide-3β-yl-14-hydroxy-tetradecanoate
Synonyms
  • 3beta,5beta,10beta,14beta-tetrahydroxy-19-norbufa-20,22-dienolide-3-(14-hydroxytetradecanoic acid) ester
LM ID
LMST01020115
Formula
C37H58O8
Exact Mass
Calculate m/z
630.41317
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)
KDJIHPUDGTYLFZ-GNWVSPHUSA-N
InChi (Click to copy)
InChI=1S/C37H58O8/c1-34-20-17-31-30(36(34,42)23-19-29(34)27-14-15-32(39)44-26-27)18-21-35(41)25-28(16-22-37(31,35)43)45-33(40)13-11-9-7-5-3-2-4-6-8-10-12-24-38/h14-15,26,28-31,38,41-43H,2-13,16-25H2,1H3/t28-,29+,30+,31-,34+,35-,36-,37-/m0/s1
SMILES (Click to copy)
C1[C@]2(O)[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
171119011

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 5
Aromatic Rings 1
Rotatable Bonds 16
Van der Waals Molecular Volume 635.72
Topological Polar Surface Area 137.43
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 8
logP 8.64
Molar Refractivity 174.22

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