Structure Database (LMSD)

Common Name
(10E)-19-fluoro-1alpha,25-dihydroxyvitamin D3
Systematic Name
(5Z,7E,10E)-(1S,3R)-19-fluoro-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • (10E)-19-fluoro-1alpha,25-dihydroxycholecalciferol
LM ID
LMST03020213
Formula
C27H43O3F
Exact Mass
Calculate m/z
434.319623
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)
Fluorinated vitamin D analogs to probe the conformation of vitamin D in its receptor complex: 19F-NMR studies and biological activity.,
Chem Pharm Bull (Tokyo), 2002
Pubmed ID: 11963993

String Representations

InChiKey (Click to copy)
FYKDFTBGRZTDCR-ACWGMTNDSA-N
InChi (Click to copy)
InChI=1S/C27H43FO3/c1-18(7-5-13-26(2,3)31)23-11-12-24-19(8-6-14-27(23,24)4)9-10-20-15-21(29)16-25(30)22(20)17-28/h9-10,17-18,21,23-25,29-31H,5-8,11-16H2,1-4H3/b19-9+,20-10-,22-17+/t18-,21-,23-,24+,25+,27-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)/C(=C/F)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0231
PubChem CID
9547424

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 463.10
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.86
Molar Refractivity 125.63

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Created at
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Updated at
11th Dec 2023