Structure Database (LMSD)

Common Name
5alpha,6alpha-epoxy-cholesterol sulphate
Systematic Name
5α,6α-epoxy-cholestan-3β-sulphate
Synonyms
  • 5,6alpha-epoxycholesterol-3beta-sulfate
LM ID
LMST05020067
Formula
C27H46O5S
Exact Mass
Calculate m/z
482.306597
Sum Composition
ST 27:1;O2;S
Status
Curated
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
Homo sapiens (#9606)
Mammalia (#40674)
The 5,6-epoxycholesterol metabolic pathway in breast cancer: Emergence of new pharmacological targets.,
Br J Pharmacol, 2021
Pubmed ID: 32696532

String Representations

InChiKey (Click to copy)
YMYRIDWOODBUET-ZEQHCUNVSA-N
InChi (Click to copy)
InChI=1S/C27H46O5S/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24-27(31-24)16-19(32-33(28,29)30)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24H,6-16H2,1-5H3,(H,28,29,30)/t18-,19+,20+,21-,22+,23+,24+,25-,26-,27+/m1/s1
SMILES (Click to copy)
[C@]12(C[C@@H]3O[C@]43C[C@@H](OS(O)(=O)=O)CC[C@]4(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCCC(C)C)CC[C@@]21[H])[H]

Other Databases

PubChem CID
10163010

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 5
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 476.32
Topological Polar Surface Area 76.13
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 8.54
Molar Refractivity 130.43

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Created at
2nd Mar 2023
Updated at
2nd Mar 2023