Structure Database (LMSD)

Common Name
24,24-Difluoro-1,25,26-trihydroxyvitamin D3
Systematic Name
(7E)-(1R,3R)-24,24-difluoro-19-nor-9,10-seco-5,7-cholestadiene-1,3,25,26-tetrol
Synonyms
LM ID
LMST03020647
Formula
C26H42O4F2
Exact Mass
Calculate m/z
456.305116
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)
Stereoselective synthesis and structural establishment of (25S)-24,24-difluoro-1α,25,26-trihydroxyvitamin D3, a major metabolite of 24,24-difluoro-1α,25-dihydroxyvitamin D3,
Tetrahedron, 1998

String Representations

InChiKey (Click to copy)
NVLXCHQJLPXKLB-AKYQOPFMSA-N
InChi (Click to copy)
InChI=1S/C26H42F2O4/c1-17(10-12-26(27,28)25(3,32)16-29)22-8-9-23-19(5-4-11-24(22,23)2)7-6-18-13-20(30)15-21(31)14-18/h6-7,17,20-23,29-32H,4-5,8-16H2,1-3H3/b19-7+/t17-,20-,21-,22-,23+,24-,25?/m1/s1
SMILES (Click to copy)
C1C[C@]2(C)[C@@]([H])([C@]([H])(C)CCC(F)(F)C(O)(C)CO)CC[C@@]2([H])/C(=C/C=C2\C[C@@H](O)C[C@H](O)C\2)/C1

Other Databases

CHEBI ID
184671
PubChem CID
24779638

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 463.30
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 6.19
Molar Refractivity 123.80

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Created at
-
Updated at
8th Dec 2023