LIPID MAPS

Structure Database (LMSD)

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Common Name

(5Z)-4,4-difluoro-1alpha,25-dihydroxyvitamin D3

Systematic Name

(5Z,7E)-(1S,3S)-4,4-difluoro-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol

Synonyms

(5Z)-4,4-difluoro-1alpha,25-dihydroxycholecalciferol

LM ID

LMST03020143

Formula

C₂₇H₄₂O₃F₂

Exact Mass

Calculate m/z

452.310201

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

GCODTJZESMVHBK-AWMHHUHESA-N

InChi (Click to copy)

InChI=1S/C27H42F2O3/c1-17(8-6-14-25(3,4)32)20-12-13-22-19(9-7-15-26(20,22)5)10-11-21-18(2)23(30)16-24(31)27(21,28)29/h10-11,17,20,22-24,30-32H,2,6-9,12-16H2,1,3-5H3/b19-10+,21-11-/t17-,20-,22+,23+,24+,26-/m1/s1

SMILES (Click to copy)

[C@@H]1(O)C(F)(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)[C@@H](O)C1

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