Structure Database (LMSD)

Common Name
5beta-hydroxybufotalin
Systematic Name
3β,5β,14β-trihydroxy-16β-acetoxy-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130022
Formula
C26H36O7
Exact Mass
Calculate m/z
460.246105
Sum Composition
ST 26:5;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)
XXFFZCKSFHQEMN-JPDWBOAPSA-N
InChi (Click to copy)
InChI=1S/C26H36O7/c1-15(27)33-20-13-26(31)19-8-11-25(30)12-17(28)6-9-23(25,2)18(19)7-10-24(26,3)22(20)16-4-5-21(29)32-14-16/h4-5,14,17-20,22,28,30-31H,6-13H2,1-3H3/t17-,18-,19+,20-,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[C@]4(O)[C@]3([H])CC[C@]2(O)C[C@@H](O)C1

Other Databases

PubChem CID
15513540

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 5
Aromatic Rings 1
Rotatable Bonds 3
Van der Waals Molecular Volume 436.63
Topological Polar Surface Area 117.20
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 4.94
Molar Refractivity 121.47

Admin

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