Structure Database (LMSD)

Common Name
26,26,26,27,27,27-hexafluoro-25-hydroxyvitamin D3
Systematic Name
(5Z,7E)-(3S)-26,26,26,27,27,27-hexafluoro-9,10-seco-5,7,10(19)-cholestatriene-3,25-diol
Synonyms
  • 26,26,26,27,27,27-hexafluoro-25-hydroxycholecalciferol
LM ID
LMST03020086
Formula
C27H38O2F6
Exact Mass
Calculate m/z
508.277602
Status
Curated
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)
25-hydroxy-26, 26,26,27,27,27-hexafluorovitamin D3: biological activity in the rat.,
Arch Biochem Biophys, 1982
Pubmed ID: 7149723

String Representations

InChiKey (Click to copy)
UYSBDEYGNDFSLX-CSWVGKENSA-N
InChi (Click to copy)
InChI=1S/C27H38F6O2/c1-17-8-11-21(34)16-20(17)10-9-19-7-5-14-24(3)22(12-13-23(19)24)18(2)6-4-15-25(35,26(28,29)30)27(31,32)33/h9-10,18,21-23,34-35H,1,4-8,11-16H2,2-3H3/b19-9+,20-10-/t18-,21+,22-,23+,24-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(O)(C(F)(F)F)C(F)(F)F)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0096
PubChem CID
9547337

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 484.66
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 8.96
Molar Refractivity 125.46

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Created at
-
Updated at
15th Feb 2022