Structure Database (LMSD)

Common Name
Cinobufotalin
Systematic Name
3β,5β-dihydroxy-16β-acetoxy-14β,15β-epoxy-bufa-20,22-dienolide
Synonyms
  • CINOBUFOTLIN
LM ID
LMST01130034
Formula
C26H34O7
Exact Mass
Calculate m/z
458.230455
Sum Composition
ST 26:6;O7
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Duttaphrynus melanostictus (#30335)
Amphibia (#8292)
Isolation and structure of five new cancer cell growth inhibitory bufadienolides from the Chinese traditional drug Ch'an Su.,
J Nat Prod, 2001
Pubmed ID: 11575946

String Representations

InChiKey (Click to copy)
KBKUJJFDSHBPPA-ZNCGZLKOSA-N
InChi (Click to copy)
InChI=1S/C26H34O7/c1-14(27)32-21-20(15-4-5-19(29)31-13-15)24(3)10-7-17-18(26(24)22(21)33-26)8-11-25(30)12-16(28)6-9-23(17,25)2/h4-5,13,16-18,20-22,28,30H,6-12H2,1-3H3/t16-,17-,18+,20-,21+,22+,23+,24+,25-,26+/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)[C@@H](OC(=O)C)[C@H]5O[C@@]45[C@]3([H])CC[C@]2(O)C[C@@H](O)C1

Other Databases

PubChem CID
259776
Cayman ID
19845

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 6
Aromatic Rings 1
Rotatable Bonds 3
Van der Waals Molecular Volume 424.27
Topological Polar Surface Area 109.50
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 7
logP 5.25
Molar Refractivity 120.01

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Created at
13th May 2020
Updated at
13th May 2020