Structure Database (LMSD)

Common Name
20S-hydroxycholesterol
Systematic Name
cholest-5-en-3β,20S-diol
Synonyms
  • (20S)-20-Hydroxycholesterol
  • 20beta-Hydroxycholesterol
  • 20(S)-OHC
LM ID
LMST01010201
Status
Active
Exact Mass
Calculate m/z
402.34978
Formula
C27H46O2
Abbrev
ST 27:1;O2
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

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

String Representations

InChiKey (Click to copy)
MCKLJFJEQRYRQT-APGJSSKUSA-N
InChi (Click to copy)
InChI=1S/C27H46O2/c1-18(2)7-6-14-27(5,29)24-11-10-22-21-9-8-19-17-20(28)12-15-25(19,3)23(21)13-16-26(22,24)4/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t20-,21-,22-,23-,24-,25-,26-,27-/m0/s1
SMILES (Click to copy)
C1C[C@H](O)CC2=CC[C@]3([H])[C@@]([H])([C@]21C)CC[C@]1(C)[C@@]([H])([C@@](O)(CCCC(C)C)C)CC[C@]13[H]

References

Other Databases

KEGG ID
C05500
CHEBI ID
1296
PubChem CID
121935
Cayman ID
20103

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 7.08
Molar Refractivity 121.54

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Created at
-
Updated at
2nd Aug 2021