Structure Database (LMSD)

Common Name
26,26,26,27,27,27-hexafluoro-1alpha,24-dihydroxyvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-26,26,26,27,27,27-hexafluoro-9,10-seco-5,7,10(19)-cholestatriene-1,3,24-triol
Synonyms
  • 26,26,26,27,27,27-hexafluoro-1alpha,24-dihydroxycholecalciferol
LM ID
LMST03020088
Formula
C27H38O3F6
Exact Mass
Calculate m/z
524.272513
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)
Syntheses and differentiating action of vitamin D endoperoxides. Singlet oxygen adducts of vitamin D derivatives in human myeloid leukemia cells (HL-60),
J Med Chem, 1985

String Representations

InChiKey (Click to copy)
ZYXIQECYCPWNAB-USUCBHPASA-N
InChi (Click to copy)
InChI=1S/C27H38F6O3/c1-15(6-11-22(35)24(26(28,29)30)27(31,32)33)20-9-10-21-17(5-4-12-25(20,21)3)7-8-18-13-19(34)14-23(36)16(18)2/h7-8,15,19-24,34-36H,2,4-6,9-14H2,1,3H3/b17-7+,18-8-/t15-,19-,20-,21+,22?,23+,25-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCC(O)C(C(F)(F)F)C(F)(F)F)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0098
PubChem CID
9547339

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 493.45
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 8.08
Molar Refractivity 127.29

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Created at
-
Updated at
15th Feb 2022