Structure Database (LMSD)

Common Name
2alpha-Fluoro-19-nor-22-oxa-1alpha,25-dihydroxyvitamin D3
Systematic Name
(5E,7E)-(1R,2S,3R)-2-fluoro-22-oxa-19-nor-9,10-seco-5,7-cholestadien-1,3,25-triol
Synonyms
LM ID
LMST03020616
Formula
C25H41O4F
Exact Mass
Calculate m/z
424.298888
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)
Catalytic asymmetric synthesis and anticancer effects of the novel non-calcemic analog of vitamin D, 2α-fluoro-19-nor-22-oxa-1α,25-dihydroxyvitamin D3 in metastatic lung carcinoma,
J Fluor Chem, 2007

String Representations

InChiKey (Click to copy)
IWGFRYMZFYVCFY-AQDMPPKVSA-N
InChi (Click to copy)
InChI=1S/C25H41FO4/c1-16(30-13-12-24(2,3)29)19-9-10-20-18(6-5-11-25(19,20)4)8-7-17-14-21(27)23(26)22(28)15-17/h7-8,16,19-23,27-29H,5-6,9-15H2,1-4H3/b17-7-,18-8+/t16-,19+,20-,21+,22+,23-,25+/m0/s1
SMILES (Click to copy)
C1(/CCC[C@]2(C)[C@@]([H])([C@]([H])(C)OCCC(O)(C)C)CC[C@@]/12[H])=C/C=C1\C[C@@H](O)[C@@H](F)[C@H](O)C\1

Other Databases

PubChem CID
24779626

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 439.93
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 6.19
Molar Refractivity 119.86

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Created at
-
Updated at
13th Dec 2023