Structure Database (LMSD)
Common Name
(5E,10E)-19-fluorovitamin D3
Systematic Name
(5E,7E,10E)-(3S)-19-fluoro-9,10-seco-5,7,10(19)-cholestatrien-3-ol
Synonyms
- (5E,10E)-19-fluorocholecalciferol
3D model of (5E,10E)-19-fluorovitamin D3
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
GBYUWSOLZWQQPT-UDPKSVHCSA-N
InChi (Click to copy)
InChI=1S/C27H43FO/c1-19(2)7-5-8-20(3)25-14-15-26-21(9-6-16-27(25,26)4)10-11-22-17-24(29)13-12-23(22)18-28/h10-11,18-20,24-26,29H,5-9,12-17H2,1-4H3/b21-10+,22-11+,23-18+/t20-,24+,25-,26+,27-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(C)C)([H])[C@@]3(C)CCC\2)/C(=C/F)/CC1
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
synthetic construct
(#32630)
Regioselective synthesis of 19-fluorovitamin D via fluorination of vitamin D-sulfur dioxide adducts,
Tetrahedron Letts, 1996
Tetrahedron Letts, 1996
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
29
Rings
3
Aromatic Rings
0
Rotatable Bonds
6
Van der Waals Molecular Volume
445.52
Topological Polar Surface Area
20.23
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
1
logP
8.20
Molar Refractivity
121.75
Admin
Created at
-
Updated at
8th Dec 2023