Structure Database (LMSD)

HO H H H OH OH F
Common Name
(24S)-24-fluoro-1alpha,25-dihydroxyvitamin D2
Systematic Name
(5Z,7E,22E)-(1S,3R,24S)-24-fluoro-9,10-seco-5,7,10(19),22-ergostatetraene-1,3,25-triol
Synonyms
  • (24S)-24-fluoro-1alpha,25-dihydroxyergocalciferol
LM ID
LMST03010012
Formula
C28H43O3F
Exact Mass
Calculate m/z
446.319623
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D2 and derivatives [ST0301]

String Representations

InChiKey (Click to copy)
NYQPKLHIAIIMRX-MIKOUBCXSA-N
InChi (Click to copy)
InChI=1S/C28H43FO3/c1-18(13-15-28(6,29)26(3,4)32)23-11-12-24-20(8-7-14-27(23,24)5)9-10-21-16-22(30)17-25(31)19(21)2/h9-10,13,15,18,22-25,30-32H,2,7-8,11-12,14,16-17H2,1,3-6H3/b15-13+,20-9+,21-10-/t18-,22-,23-,24+,25+,27-,28+/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])/C=C/[C@@](F)(C)C(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Biological activities of 24-fluoro-1 alpha,25-dihydroxyvitamin D-2 and its 24-epimer.,
Biochim Biophys Acta, 1994
Pubmed ID: 8049243

Other Databases

LIPIDBANK ID
VVD0349
PubChem CID
9547228

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 477.76
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.96
Molar Refractivity 130.89

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Created at
-
Updated at
15th Feb 2022