Structure Database (LMSD)

Common Name
(23S)-26,26,26,27,27,27-hexafluoro-1alpha,23,25-trihydroxyvitamin D3
Systematic Name
(5Z,7E)-(1S,3R,23S)-26,26,26,27,27,27-hexafluoro-9,10-seco-5,7,10(19)-cholestatriene-1,3,23,25-tetrol
Synonyms
  • (23S)-26,26,26,27,27,27-hexafluoro-1alpha,23,25-trihydroxycholecalciferol
LM ID
LMST03020090
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)
Mechanism of Action of 26,27-Hexafluoro-1,25-(OH)2D3,
Vitamin D, 1988

String Representations

InChiKey (Click to copy)
SVMOCCGIPIDIDM-JXGVRYCNSA-N
InChi (Click to copy)
InChI=1S/C27H38F6O4/c1-15(11-20(35)14-25(37,26(28,29)30)27(31,32)33)21-8-9-22-17(5-4-10-24(21,22)3)6-7-18-12-19(34)13-23(36)16(18)2/h6-7,15,19-23,34-37H,2,4-5,8-14H2,1,3H3/b17-6+,18-7-/t15-,19-,20+,21-,22+,23+,24-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])C[C@H](O)CC(O)(C(F)(F)F)C(F)(F)F)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0100
PubChem CID
9547340

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 502.24
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 7.48
Molar Refractivity 129.26

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Created at
-
Updated at
31st May 2022