Structure Database (LMSD)

Common Name
6,19-epidioxy-26,26,26,27,27,27-hexafluoro-25-hydroxy-6,19-dihydrovitamin D3
Systematic Name
(7E)-(3S)-6,19-epidioxy-26,26,26,27,27,27-hexafluoro-9,10-seco-5(10),7-cholestadiene-3,25-diol
Synonyms
  • 6,19-epidioxy-26,26,26,27,27,27-hexafluoro-25-hydroxy-6,19-dihydrocholecalciferol
LM ID
LMST03020087
Formula
C27H38O4F6
Exact Mass
Calculate m/z
540.267428
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
Pubmed ID: 993611

String Representations

InChiKey (Click to copy)
PZXHPUCNJAGWRH-YVUUEZKQSA-N
InChi (Click to copy)
InChI=1S/C27H38F6O4/c1-16(5-3-12-25(35,26(28,29)30)27(31,32)33)21-9-10-22-17(6-4-11-24(21,22)2)13-23-20-14-19(34)8-7-18(20)15-36-37-23/h13,16,19,21-23,34-35H,3-12,14-15H2,1-2H3/b17-13+/t16-,19+,21-,22+,23?,24-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)CC2C(OOCC=2CC1)/C=C1/[C@]2([H])CC[C@@]([C@@](C)([H])CCCC(O)(C(F)(F)F)C(F)(F)F)([H])[C@@]2(C)CCC/1

Other Databases

LIPIDBANK ID
VVD0097
PubChem CID
9547338

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 492.52
Topological Polar Surface Area 63.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 8.68
Molar Refractivity 127.09

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Created at
-
Updated at
15th Feb 2022