Structure Database (LMSD)

Common Name
4,4-difluorovitamin D3
Systematic Name
(5E,7E)-(3S)-4,4-difluoro-9,10-seco-5,7,10(19)-cholestatrien-3-ol
Synonyms
  • 4,4-difluorocholecalciferol
LM ID
LMST03020134
Formula
C27H42OF2
Exact Mass
Calculate m/z
420.320371
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)
Vitamin D

String Representations

InChiKey (Click to copy)
AIWQAWSDAARVAO-MSTSCONQSA-N
InChi (Click to copy)
InChI=1S/C27H42F2O/c1-18(2)8-6-9-19(3)22-14-15-24-21(10-7-17-26(22,24)5)12-13-23-20(4)11-16-25(30)27(23,28)29/h12-13,18-19,22,24-25,30H,4,6-11,14-17H2,1-3,5H3/b21-12+,23-13+/t19-,22-,24+,25+,26-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(C)C)([H])[C@@]3(C)CCC\2)/C(F)(F)[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0152
PubChem CID
9547379

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 451.59
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 8.44
Molar Refractivity 122.54

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Created at
-
Updated at
30th Nov 2023