Structure Database (LMSD)

Common Name
25-Fluorovitamin D3
Systematic Name
(5Z,7E)-(3S)-25-fluoro-9,10-seco-5,7,10(19)-cholestatrien-3-ol
Synonyms
  • 25-Fluorocholecalciferol
LM ID
LMST03020663
Formula
C27H43OF
Exact Mass
Calculate m/z
402.329793
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Inhibitors of the 25-hydroxylation of vitamin D3 in the rat,
Bioorg Chem, 1980

String Representations

InChiKey (Click to copy)
YLVZXKUOEBIAHY-DTOXIADCSA-N
InChi (Click to copy)
InChI=1S/C27H43FO/c1-19-10-13-23(29)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)28/h11-12,20,23-25,29H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1
SMILES (Click to copy)
C1/C(=C/C=C2\CCC[C@]3(C)[C@@]([H])([C@]([H])(C)CCCC(F)(C)C)CC[C@@]\23[H])/C(=C)CC[C@@H]1O

Other Databases

CHEBI ID
173070
PubChem CID
20839709

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 445.52
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 8.28
Molar Refractivity 122.56

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Created at
-
Updated at
11th Dec 2023