Structure Database (LMSD)

Common Name
26,26,26-trifluoro-25-hydroxy-27-norvitamin D3
Systematic Name
(5Z,7E)-(3S)-26,26,26-trifluoro-27-nor-9,10-seco-5,7,10(19)-cholestatriene-3,25-diol
Synonyms
  • 26,26,26-trifluoro-25-hydroxy-27-norcholecalciferol
LM ID
LMST03020024
Formula
C26H39O2F3
Exact Mass
Calculate m/z
440.290214
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)
Synthesis of 26,26,26-trifluoro-25-hydroxy and 27-nor-26,26,26-trifluoro-25-hydroxyvitamin D3,
Tetrahedron Letts, 1981

String Representations

InChiKey (Click to copy)
QZGLVEKNRHZOIB-PXKDVQFDSA-N
InChi (Click to copy)
InChI=1S/C26H39F3O2/c1-17-9-12-21(30)16-20(17)11-10-19-7-5-15-25(3)22(13-14-23(19)25)18(2)6-4-8-24(31)26(27,28)29/h10-11,18,21-24,30-31H,1,4-9,12-16H2,2-3H3/b19-10+,20-11-/t18-,21+,22-,23+,24?,25-/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)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
137137
LIPIDBANK ID
VVD0025
PubChem CID
9547284

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 449.15
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.75
Molar Refractivity 119.95

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Created at
-
Updated at
28th Jan 2021