Structure Database (LMSD)

Common Name
(24RS)-28,28,28-trifluoro-25-hydroxyvitamin D2
Systematic Name
(5Z,7E,22E)-(3S,24RS)-28,28,28-trifluoro-9,10-seco-5,7,10(19),22-ergostatetraene-3,25-diol
Synonyms
  • (24RS)-28,28,28-trifluoro-25-hydroxyergocalciferol
LM ID
LMST03010010
Formula
C28H41O2F3
Exact Mass
Calculate m/z
466.305864
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D2 and derivatives [ST0301]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Preparation of Fluorine-Modified 25-Hydroxyvitamin D2 : 28,28,28-Trifluoro-, 26,26,26,27,27,27-Hexafluoro- and 28-Nor-26,26,26,27,27,27-Hexafluoro-25-Hydroxyvitamin D2,
Tetrahedron Letts, 1988

String Representations

InChiKey (Click to copy)
CQXQBTDUDMEGPA-PQSCPWQBSA-N
InChi (Click to copy)
InChI=1S/C28H41F3O2/c1-18-8-12-22(32)17-21(18)11-10-20-7-6-16-27(5)23(13-14-24(20)27)19(2)9-15-25(26(3,4)33)28(29,30)31/h9-11,15,19,22-25,32-33H,1,6-8,12-14,16-17H2,2-5H3/b15-9+,20-10+,21-11-/t19-,22+,23-,24+,25?,27-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])/C=C/C(C(F)(F)F)C(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0344
PubChem CID
9547226

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 481.11
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 8.16
Molar Refractivity 129.02

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Created at
-
Updated at
8th Mar 2021