Structure Database (LMSD)

Common Name
26,26,26,27,27,27-hexafluoro-25-hydroxyvitamin D2
Systematic Name
(5E,7E,22E)-(3S)-26,26,26,27,27,27-hexafluoro-9,10-seco-5,7,10(19),22-ergostatetraene-3,25-diol
Synonyms
  • 26,26,26,27,27,27-hexafluoro-25-hydroxyergocalciferol
LM ID
LMST03010008
Formula
C28H38O2F6
Exact Mass
Calculate m/z
520.277598
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D2 and derivatives [ST0301]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Induction of monocytic differentiation of HL-60 cells by 1,25-dihydroxyvitamin D analogs.,
J Biol Chem, 1987
Pubmed ID: 3477545

String Representations

InChiKey (Click to copy)
WIHFNGKRMGPABR-SBFIBYMCSA-N
InChi (Click to copy)
InChI=1S/C28H38F6O2/c1-17-8-12-22(35)16-21(17)11-10-20-6-5-15-25(4)23(13-14-24(20)25)18(2)7-9-19(3)26(36,27(29,30)31)28(32,33)34/h7,9-11,18-19,22-24,35-36H,1,5-6,8,12-16H2,2-4H3/b9-7+,20-10+,21-11+/t18-,19+,22+,23-,24+,25-/m1/s1
SMILES (Click to copy)
C1CC(=C)/C(/C[C@H]1O)=C/C=C1/[C@]2([H])CC[C@@]([C@@](C)([H])/C=C/[C@H](C)C(O)(C(F)(F)F)C(F)(F)F)([H])[C@@]2(C)CCC/1

Other Databases

CHEBI ID
184891
LIPIDBANK ID
VVD0339
PubChem CID
56940695

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 499.32
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 8.99
Molar Refractivity 129.91

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Created at
-
Updated at
13th Jun 2021