Structure Database (LMSD)

Common Name
12beta-hydroxyresibufogenin
Systematic Name
3β,12β-dihydroxy-14β,15β-epoxy-5β-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130028
Status
Active
Exact Mass
Calculate m/z
400.224975
Formula
C24H32O5
Abbrev
ST 24:5;O5
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

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

String Representations

InChiKey (Click to copy)
DUDKFSOZKFNNCE-FEHGIAQLSA-N
InChi (Click to copy)
InChI=1S/C24H32O5/c1-22-8-7-15(25)9-14(22)4-5-16-18(22)10-19(26)23(2)17(11-20-24(16,23)29-20)13-3-6-21(27)28-12-13/h3,6,12,14-20,25-26H,4-5,7-11H2,1-2H3/t14-,15+,16-,17-,18+,19-,20-,22+,23+,24-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])C[C@@H](O)[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

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

Other Databases

PubChem CID
15513541

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 6
Aromatic Rings 1
Rotatable Bonds 1
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