Structure Database (LMSD)

Common Name
(5Z)-4,4-difluoro-1alpha-hydroxyvitamin D3
Systematic Name
(5Z,7E)-(1S,3S)-4,4-difluoro-9,10-seco-5,7,10(19)-cholestatriene-1,3-diol
Synonyms
  • (5Z)-4,4-difluoro-1alpha-hydroxycholecalciferol
LM ID
LMST03020139
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)
Vitamin D

String Representations

InChiKey (Click to copy)
QVGZNWYNOVNFGG-DXRVIWARSA-N
InChi (Click to copy)
InChI=1S/C27H42F2O2/c1-17(2)8-6-9-18(3)21-13-14-23-20(10-7-15-26(21,23)5)11-12-22-19(4)24(30)16-25(31)27(22,28)29/h11-12,17-18,21,23-25,30-31H,4,6-10,13-16H2,1-3,5H3/b20-11+,22-12-/t18-,21-,23+,24+,25+,26-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(F)(F)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(C)C)([H])[C@@]3(C)CCC\2)/C(=C)[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0157
PubChem CID
9547384

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 7.69
Molar Refractivity 124.44

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Created at
-
Updated at
30th Nov 2023