Structure Database (LMSD)

Common Name
1alpha,25-Difluorovitamin D3
Systematic Name
(5Z,7E)-(1R,3R)-1,25-difluoro-9,10-seco-5,7,10(19)-cholestatriene-3-ol
Synonyms
LM ID
LMST03020667
Formula
C27H42OF2
Exact Mass
Calculate m/z
420.320371
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

String Representations

InChiKey (Click to copy)
ZCOQGKODTOOFPT-PEJFXWBPSA-N
InChi (Click to copy)
InChI=1S/C27H42F2O/c1-18(8-6-14-26(3,4)29)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(30)17-25(28)19(21)2/h10-11,18,22-25,30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25-,27-/m1/s1
SMILES (Click to copy)
C1/C(=C/C=C2\CCC[C@]3(C)[C@@]([H])([C@]([H])(C)CCCC(F)(C)C)CC[C@@]\23[H])/C(=C)[C@H](F)C[C@@H]1O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
1α,25-Difluorovitamin D3: An inert vitamin D analog,
Arch Biochem Biophys, 1981

Other Databases

PubChem CID
24779643

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 451.59
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 8.52
Molar Refractivity 123.35

Admin

Created at
-
Updated at
8th Dec 2023