Structure Database (LMSD)

H H H H H HO OH OH
Common Name
16alpha,27-dihydroxycholesterol
Systematic Name
(25R)-cholest-5-en-3β,16α,27-triol
Synonyms
  • 16alpha,26-dihydroxycholesterol
LM ID
LMST04030179
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

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Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C27 bile acids, alcohols, and derivatives [ST0403]

String Representations

InChiKey (Click to copy)
NUHIVWGZNPMOCV-MTFAWMJCSA-N
InChi (Click to copy)
InChI=1S/C27H46O3/c1-17(16-28)6-5-7-18(2)25-24(30)15-23-21-9-8-19-14-20(29)10-12-26(19,3)22(21)11-13-27(23,25)4/h8,17-18,20-25,28-30H,5-7,9-16H2,1-4H3/t17-,18-,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)CCC[C@@H](C)CO)[C@H](O)C[C@@]4([H])[C@]3([H])CC=C2C[C@@H](O)C1

References

Other Databases

CHEBI ID
156183
PubChem CID
52931519

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 449.95
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.19
Molar Refractivity 123.37

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Created at
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Updated at
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