Structure Database (LMSD)

Common Name
24,24-Difluoro-25-hydroxy-26,27-dimethylvitamin D3
Systematic Name
(5Z,7E)-(3S)-24,24-difluoro-26,27-dimethyl-9,10-seco-5,7,10(19)-cholestatriene-3,25-diol
Synonyms
LM ID
LMST03020676
Formula
C29H46O2F2
Exact Mass
Calculate m/z
464.346586
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)
Synthesis and biological activity of novel vitamin D analogues: 24,24-difluoro-25-hydroxy-26,27-dimethylvitamin D3 and 24,24-difluoro-1 alpha,25-dihydroxy-26,27-dimethylvitamin D3.,
J Med Chem, 1990
Pubmed ID: 2153815

String Representations

InChiKey (Click to copy)
NATOOCTZNLKFIB-GAVYVFBZSA-N
InChi (Click to copy)
InChI=1S/C29H46F2O2/c1-6-28(33,7-2)29(30,31)18-16-21(4)25-14-15-26-22(9-8-17-27(25,26)5)11-12-23-19-24(32)13-10-20(23)3/h11-12,21,24-26,32-33H,3,6-10,13-19H2,1-2,4-5H3/b22-11+,23-12-/t21-,24+,25-,26+,27-/m1/s1
SMILES (Click to copy)
C1(=C/C=C2\C(=C)CC[C@H](O)C\2)/CCC[C@]2(C)[C@@]([H])([C@]([H])(C)CCC(F)(F)C(O)(CC)CC)CC[C@@]/12[H]

Other Databases

PubChem CID
13960169

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 494.98
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 8.62
Molar Refractivity 133.75

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Created at
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Updated at
8th Dec 2023