Structure Database (LMSD)

Common Name
24,24-difluoro-1alpha-hydroxyvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-24,24-difluoro-9,10-seco-5,7,10(19)-cholestatriene-1,3-diol
Synonyms
  • 24,24-difluoro-1alpha-hydroxycholecalciferol
LM ID
LMST03020137
Formula
C27H42O2F2
Exact Mass
Calculate m/z
436.315286
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)
The First Synthesis of 24,24-Difluoro-1a-hydroxyvitamin D3 by Means of Radical Deoxygenation of Alcohols.,
Cheminform, 2010

String Representations

InChiKey (Click to copy)
IAMSSYQGDXZKMX-VPNMKRJMSA-N
InChi (Click to copy)
InChI=1S/C27H42F2O2/c1-17(2)27(28,29)14-12-18(3)23-10-11-24-20(7-6-13-26(23,24)5)8-9-21-15-22(30)16-25(31)19(21)4/h8-9,17-18,22-25,30-31H,4,6-7,10-16H2,1-3,5H3/b20-8+,21-9-/t18-,22-,23-,24+,25+,26-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCC(F)(F)C(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0155
PubChem CID
9547382

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 460.38
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.69
Molar Refractivity 124.44

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Created at
-
Updated at
3rd Feb 2022