Structure Database (LMSD)

Common Name
1alpha,25-difluorovitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-1,25-difluoro-9,10-seco-5,7,10(19)-cholestatrien-3-ol
Synonyms
  • 1alpha,25-difluorocholecalciferol
LM ID
LMST03020136
Formula
C27H42OF2
Exact Mass
Calculate m/z
420.320371
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)
1 alpha, 25-difluorovitamin D3: an inert vitamin D analog.,
Arch Biochem Biophys, 1981
Pubmed ID: 6271060

String Representations

InChiKey (Click to copy)
ZCOQGKODTOOFPT-NKMMMXOESA-N
InChi (Click to copy)
InChI=1S/C27H42F2O/c1-18(8-6-14-26(3,4)29)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(30)17-25(28)19(21)2/h10-11,18,22-25,30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25+,27-/m1/s1
SMILES (Click to copy)
[C@@H]1(F)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(F)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0154
PubChem CID
9547381

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 451.59
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 8.52
Molar Refractivity 123.35

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Created at
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Updated at
15th Feb 2022