Structure Database (LMSD)

Common Name
26,26,26-trifluoro-25-hydroxyvitamin D3
Systematic Name
(5Z,7E)-(3S)-26,26,26-trifluoro-9,10-seco-5,7,10(19)-cholestatriene-3,25-diol
Synonyms
  • 26,26,26-trifluoro-25-hydroxycholecalciferol
LM ID
LMST03020131
Formula
C27H41O2F3
Exact Mass
Calculate m/z
454.305864
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)
WBWNQJTXNKZCBN-JJQCCTCBSA-N
InChi (Click to copy)
InChI=1S/C27H41F3O2/c1-18-9-12-22(31)17-21(18)11-10-20-8-6-15-25(3)23(13-14-24(20)25)19(2)7-5-16-26(4,32)27(28,29)30/h10-11,19,22-24,31-32H,1,5-9,12-17H2,2-4H3/b20-10+,21-11-/t19-,22+,23-,24+,25-,26?/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(O)(C)C(F)(F)F)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
168482
LIPIDBANK ID
VVD0149
PubChem CID
9547376

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 466.45
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 8.14
Molar Refractivity 124.57

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Created at
-
Updated at
28th Jan 2021