Structure Database (LMSD)

Common Name
12beta-hydroxycinobufagin
Systematic Name
3β,12β-dihydroxy-16β-acetoxy-14β,15β-epoxy-5β-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130029
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

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)
GZNLDYYHFCFJOU-QLKRLITRSA-N
InChi (Click to copy)
InChI=1S/C26H34O7/c1-13(27)32-22-21(14-4-7-20(30)31-12-14)25(3)19(29)11-18-17(26(25)23(22)33-26)6-5-15-10-16(28)8-9-24(15,18)2/h4,7,12,15-19,21-23,28-29H,5-6,8-11H2,1-3H3/t15-,16+,17-,18+,19-,21+,22-,23-,24+,25-,26-/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@@H](OC(=O)C)[C@H]5O[C@@]45[C@]3([H])CC[C@]2([H])C[C@@H](O)C1

Other Databases

PubChem CID
15513541

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 5.10
Molar Refractivity 119.94

Admin

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