Structure Database (LMSD)

Systematic Name
14β,15β-epoxy-3β,5β-dihydroxy-19-norbufa-20,22-dienolide
Synonyms
LM ID
LMST01130071
Formula
C23H30O5
Exact Mass
Calculate m/z
386.209325
Sum Composition
ST 23:5;O5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
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)
DVMQYYDEAYYJOG-UBUFQIOTSA-N
InChi (Click to copy)
InChI=1S/C23H30O5/c1-21-8-6-15-16-4-3-14(24)11-22(16,26)9-7-17(15)23(21)19(28-23)10-18(21)13-2-5-20(25)27-12-13/h2,5,12,14-19,24,26H,3-4,6-11H2,1H3/t14-,15+,16+,17+,18+,19+,21+,22-,23+/m0/s1
SMILES (Click to copy)
C1[C@]2([H])[C@@]3([H])CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)C[C@H]5O[C@@]45[C@]3([H])CC[C@]2(O)C[C@@H](O)C1

Other Databases

PubChem CID
164621638

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 6
Aromatic Rings 1
Rotatable Bonds 1
Van der Waals Molecular Volume 357.43
Topological Polar Surface Area 83.20
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 5.03
Molar Refractivity 103.95

Admin

Created at
26th Apr 2021
Updated at
26th Apr 2021