Structure Database (LMSD)

Common Name
5alpha,6beta-dihydroxycholestanol
Systematic Name
cholestane-3β,5α,6β-triol
Synonyms
LM ID
LMST01010052
Formula
C27H48O3
Exact Mass
Calculate m/z
420.360345
Sum Composition
ST 27:0;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

Reactions

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ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
Formation and metabolism in vitro of 5,6-epoxides of cholesterol and beta-sitosterol.,
J Lipid Res, 1974
Pubmed ID: 4152888

String Representations

InChiKey (Click to copy)
YMMFNKXZULYSOQ-RUXQDQFYSA-N
InChi (Click to copy)
InChI=1S/C27H48O3/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24(29)27(30)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28-30H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,24-,25-,26-,27+/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CCCC(C)C)CC[C@@]4([H])[C@]3([H])C[C@@H](O)[C@@]2(O)C[C@@H](O)C1

Other Databases

KEGG ID
C05425
HMDB ID
HMDB0003990
CHEBI ID
28082
LIPIDBANK ID
SST9037
PubChem CID
91498
Cayman ID
25538

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 452.59
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.41
Molar Refractivity 123.46

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Created at
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Updated at
16th Jan 2024