Structure Database (LMSD)

Common Name
19-hydroxyresibufogenin
Systematic Name
3β,19-dihydroxy-14β,15β-epoxy-5β-bufa-20,22-dienolide
Synonyms
  • Resibufaginol
LM ID
LMST01130027
Formula
C24H32O5
Exact Mass
Calculate m/z
400.224975
Sum Composition
ST 24:5;O5
Status
Curated
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
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)
XTGMXQCGCNTMEI-RLKKFORUSA-N
InChi (Click to copy)
InChI=1S/C24H32O5/c1-22-8-7-17-18(4-3-15-10-16(26)6-9-23(15,17)13-25)24(22)20(29-24)11-19(22)14-2-5-21(27)28-12-14/h2,5,12,15-20,25-26H,3-4,6-11,13H2,1H3/t15-,16+,17+,18-,19-,20-,22-,23-,24-/m1/s1
SMILES (Click to copy)
C1[C@]2(CO)[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([H])C[C@@H](O)C1

Other Databases

PubChem CID
12314891

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 6
Aromatic Rings 1
Rotatable Bonds 2
Van der Waals Molecular Volume 374.73
Topological Polar Surface Area 83.20
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 5.27
Molar Refractivity 108.50

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