Structure Database (LMSD)

Common Name
25-hydroxy-cholesterol 3-sulfate
Systematic Name
Cholest-5-en-3β,25-diol 3-sulfate
Synonyms
  • 25HC3S
LM ID
LMST05020064
Formula
C27H46O5S
Exact Mass
Calculate m/z
482.306597
Sum Composition
ST 27:1;O2;S
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Sulfates [ST0502]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
Identification of a novel sulfonated oxysterol, 5-cholesten-3beta,25-diol 3-sulfonate, in hepatocyte nuclei and mitochondria.,
J Lipid Res, 2006
Pubmed ID: 16505492

String Representations

InChiKey (Click to copy)
PIUZYOCNZPYXOA-ZHHJOTBYSA-N
InChi (Click to copy)
InChI=1S/C27H46O5S/c1-18(7-6-14-25(2,3)28)22-10-11-23-21-9-8-19-17-20(32-33(29,30)31)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28H,6-7,9-17H2,1-5H3,(H,29,30,31)/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1
SMILES (Click to copy)
[C@]12(CC=C3C[C@@H](OS(=O)(O)=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCCC(O)(C)C)CC[C@@]21[H])[H]

Other Databases

PubChem CID
11583880

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 486.04
Topological Polar Surface Area 83.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 8.15
Molar Refractivity 131.86

Admin

Created at
12th Mar 2021
Updated at
1st Jul 2022