Structure Database (LMSD)

Common Name
(20R,22R)-20,22-dihydroxycholesterol
Systematic Name
cholest-5-en-3β,20R,22R-triol
Synonyms
  • (20R,22R)-20,22-Dihydroxycholesterol
  • (22R)-20alpha,22-Dihydroxycholesterol
  • 20,22-Dihydroxycholesterol
  • 20R,22R-Dihydroxycholesterol
  • 20alpha,22beta-Dihydroxycholesterol
LM ID
LMST01010200
Formula
C27H46O3
Exact Mass
Calculate m/z
418.344695
Sum Composition
ST 27:1;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 graph legend

String Representations

InChiKey (Click to copy)
ISBSSBGEYIBVTO-TYKWNDPBSA-N
InChi (Click to copy)
InChI=1S/C27H46O3/c1-17(2)6-11-24(29)27(5,30)23-10-9-21-20-8-7-18-16-19(28)12-14-25(18,3)22(20)13-15-26(21,23)4/h7,17,19-24,28-30H,6,8-16H2,1-5H3/t19-,20-,21-,22-,23-,24+,25-,26-,27+/m0/s1
SMILES (Click to copy)
[C@]12(C)CC[C@@]3([H])[C@@]([H])(CC=C4C[C@@H](O)CC[C@]34C)[C@]1([H])CC[C@]2([H])[C@](O)(C)[C@H](O)CCC(C)C

Other Databases

KEGG ID
C05501
CHEBI ID
1294
PubChem CID
6453841
SwissLipids ID
SLM:000390240
PDB ID
2DC

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 449.95
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.33
Molar Refractivity 123.44

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Created at
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Updated at
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