Structure Database (LMSD)

H H HO OH OH F F F F F F
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

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

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

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

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