Structure Database (LMSD)

Common Name
26,26,26,27,27,27-hexafluoro-25-hydroxy-16,17,23,23,24,24-hexadehydrovitamin D3
Systematic Name
(5Z,7E)-(3S)-26,26,26,27,27,27-hexafluoro-9,10-seco-5,7,10(19),16-cholestatetraen-23-yne-3,25-diol
Synonyms
  • 26,26,26,27,27,27-hexafluoro-25-hydroxy-16,17,23,23,24,24-hexadehydrocholecalciferol
LM ID
LMST03020077
Formula
C27H32O2F6
Exact Mass
Calculate m/z
502.230648
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)
Development of a novel 1,25(OH)2-vitamin D3 analog with potent ability to induce HL-60 cell differentiation without modulating calcium metabolism.,
Blood, 1991
Pubmed ID: 1648977

String Representations

InChiKey (Click to copy)
NOBBWSSRJIMZOR-NXNMRTBWSA-N
InChi (Click to copy)
InChI=1S/C27H32F6O2/c1-17-8-11-21(34)16-20(17)10-9-19-7-5-14-24(3)22(12-13-23(19)24)18(2)6-4-15-25(35,26(28,29)30)27(31,32)33/h9-10,12,18,21,23,34-35H,1,5-8,11,13-14,16H2,2-3H3/b19-9+,20-10-/t18-,21+,23+,24-/m1/s1
SMILES (Click to copy)
C1C(=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
VVD0083
PubChem CID
9547329

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 476.74
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 8.11
Molar Refractivity 123.98

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Created at
-
Updated at
15th Feb 2022