Structure Database (LMSD)

Common Name
26,26,26,27,27,27-hexafluoro-25-hydroxyvitamin D2
Systematic Name
(5Z,7E,22E)-(3S)-26,26,26,27,27,27-hexafluoro-9,10-seco-5,7,10(19),22-ergostatetraene-3,25-diol
Synonyms
  • 26,26,26,27,27,27-hexafluoro-25-hydroxyergocalciferol
LM ID
LMST03010009
Status
Active
Exact Mass
Calculate m/z
520.277598
Formula


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MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

String Representations

InChiKey (Click to copy)
WIHFNGKRMGPABR-JNCRGLETSA-N
InChi (Click to copy)
InChI=1S/C28H38F6O2/c1-17-8-12-22(35)16-21(17)11-10-20-6-5-15-25(4)23(13-14-24(20)25)18(2)7-9-19(3)26(36,27(29,30)31)28(32,33)34/h7,9-11,18-19,22-24,35-36H,1,5-6,8,12-16H2,2-4H3/b9-7+,20-10+,21-11-/t18-,19?,22+,23-,24+,25-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])/C=C/C(C)C(O)(C(F)(F)F)C(F)(F)F)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

References

Reference
Preparation of Fluorine-Modified 25-Hydroxyvitamin D2 : 28,28,28-Trifluoro-, 26,26,26,27,27,27-Hexafluoro- and 28-Nor-26,26,26,27,27,27-Hexafluoro-25-Hydroxyvitamin D2
tetrahedron Letts 1988
DOI: 10.1016/S0040-4039(00)80061-1

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Preparation of Fluorine-Modified 25-Hydroxyvitamin D2 : 28,28,28-Trifluoro-, 26,26,26,27,27,27-Hexafluoro- and 28-Nor-26,26,26,27,27,27-Hexafluoro-25-Hydroxyvitamin D2,
Tetrahedron Letts, 1988

Other Databases

LIPIDBANK ID
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 499.32
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 8.99
Molar Refractivity 129.91

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Created at
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Updated at
8th Mar 2021