Structure Database (LMSD)

Common Name
23,23-difluoro-25-hydroxyvitamin D3
Systematic Name
(5Z,7E)-(3S)-23,23-difluoro-9,10-seco-5,7,10(19)-cholestatriene-3,25-diol
Synonyms
  • 23,23-difluoro-25-hydroxycholecalciferol
LM ID
LMST03020140
Formula
C27H42O2F2
Exact Mass
Calculate m/z
436.315286
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 23,23-Difluoro-25-Hydroxyvitamin D3.,
Tetrahedron, 1984

String Representations

InChiKey (Click to copy)
QHPKSIWDAYRSIM-CMOHYRQESA-N
InChi (Click to copy)
InChI=1S/C27H42F2O2/c1-18-8-11-22(30)15-21(18)10-9-20-7-6-14-26(5)23(12-13-24(20)26)19(2)16-27(28,29)17-25(3,4)31/h9-10,19,22-24,30-31H,1,6-8,11-17H2,2-5H3/b20-9+,21-10-/t19-,22+,23-,24+,26-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CC(F)(F)CC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
173061
LIPIDBANK ID
VVD0158
PubChem CID
9547385

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 460.38
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.84
Molar Refractivity 124.51

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Created at
-
Updated at
19th Jan 2022