Structure Database (LMSD)

Common Name
(25S)-26,26,26-trifluoro-1alpha,25-dihydroxyvitamin D3
Systematic Name
(5Z,7E)-(1S,3R,25S)-26,26,26-trifluoro-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • (25S)-26,26,26-trifluoro-1alpha,25-dihydroxycholecalciferol
LM ID
LMST03020133
Formula
C27H41O3F3
Exact Mass
Calculate m/z
470.300779
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)
An evaluation of 1,25-dihydroxyvitamin D3 analogues on the proliferation and differentiation of cultured human keratinocytes, calcium metabolism and the differentiation of human HL-60 cells,
J Nutr Biochem, 1993

String Representations

InChiKey (Click to copy)
IMYJTUGOEIVGGR-SMCWOUIGSA-N
InChi (Click to copy)
InChI=1S/C27H41F3O3/c1-17(7-5-14-26(4,33)27(28,29)30)22-11-12-23-19(8-6-13-25(22,23)3)9-10-20-15-21(31)16-24(32)18(20)2/h9-10,17,21-24,31-33H,2,5-8,11-16H2,1,3-4H3/b19-9+,20-10-/t17-,21-,22-,23+,24+,25-,26+/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCC[C@@](O)(C)C(F)(F)F)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0151
PubChem CID
9547378

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 475.24
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 7.39
Molar Refractivity 126.47

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Created at
-
Updated at
31st May 2022