Structure Database (LMSD)

Common Name
7beta-hydroxycholesterol
Systematic Name
5-cholestene-3β,7β-diol
Synonyms
LM ID
LMST01010047
Formula
C27H46O2
Exact Mass
Calculate m/z
402.34978
Sum Composition
ST 27:1;O2
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
Equus caballus (#9796)
Mammalia (#40674)
THE ISOLATION OF 7(β)-HYDROXYCHOLESTEROL FROM THE SERUM OF PREGNANT MARES,
J Biol Chem, 1936

String Representations

InChiKey (Click to copy)
OYXZMSRRJOYLLO-KGZHIOMZSA-N
InChi (Click to copy)
InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,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@@H](O)C=C2C[C@@H](O)C1

Other Databases

HMDB ID
HMDB0006119
CHEBI ID
42989
LIPIDBANK ID
SST9033
PubChem CID
473141
Cayman ID
20099
PDB ID
HCR
GuidePharm ID
4352

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 441.16
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 6.93
Molar Refractivity 121.47

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Created at
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Updated at
16th Jan 2024