LIPID MAPS

Structure Database (LMSD)

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Common Name

1alpha,25-dihydroxy-26,26,26,27,27,27-hexafluoro-16,17,23,23,24,24-hexadehydro-19-norvitamin D3

Systematic Name

(7E)-(1R,3R)-26,26,26,27,27,27-hexafluoro-19-nor-9,10-seco-5,7,16-cholestatrien-23-yne-1,3,25-triol

Synonyms

1alpha,25-dihydroxy-26,26,26,27,27,27-hexafluoro-16,17,23,23,24,24-hexadehydro-19-norcholecalciferol

LM ID

LMST03020545

Formula

C₂₆H₃₂O₃F₆

Exact Mass

Calculate m/z

506.225563

Status

Active

Show lipids differing only in stereochemistry/bond geometry

No other lipid differing only in stereochemistry/bond geometry found

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

synthetic construct (#32630)

Synthetic analogs of vitamin D3 have inhibitory effects on breast cancer cell lines.,
Anticancer Res, 1998

Pubmed ID: 9673393

String Representations

InChiKey (Click to copy)

NMTKDFODVOFVPG-WGNVYDHVSA-N

InChi (Click to copy)

InChI=1S/C26H32F6O3/c1-16(5-3-12-24(35,25(27,28)29)26(30,31)32)21-9-10-22-18(6-4-11-23(21,22)2)8-7-17-13-19(33)15-20(34)14-17/h7-9,16,19-20,22,33-35H,4-6,10-11,13-15H2,1-2H3/b18-8+/t16-,19-,20-,22+,23-/m1/s1

SMILES (Click to copy)

[C@@H]1(O)C/C(=C\C=C2\[C@]3([H])CC=C([C@@](C)([H])CC#CC(O)(C(F)(F)F)C(F)(F)F)[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID

VVD0645

PubChem CID

9547648

Calculated Physicochemical Properties

Heavy Atoms 35

Rings 3

Aromatic Rings 0

Rotatable Bonds 5

Van der Waals Molecular Volume 470.87

Topological Polar Surface Area 60.69

Hydrogen Bond Donors 3

Hydrogen Bond Acceptors 3

logP 7.20

Molar Refractivity 121.36

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Created at

Updated at

15th Feb 2022