Structure Database (LMSD)

Common Name
24,24-difluoro-1alpha,25-dihydroxy-26,27-dimethylvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-24,24-difluoro-26,27-dimethyl-9,10-seco-5,7,10(19)-cholestatrien-1,3,25-triol
Synonyms
  • 24,24-difluoro-1alpha,25-dihydroxy-26,27-dimethylcholecalciferol
LM ID
LMST03020403
Formula
C29H46O3F2
Exact Mass
Calculate m/z
480.341501
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)
Calcium regulating activity of 24a-homo-24,24-difluoro-1 alpha,25-dihydroxyvitamin D3 and 26,27-dimethyl-24,24-difluoro-1 alpha,25-dihydroxyvitamin D3.,
Calcif Tissue Int, 1993
Pubmed ID: 8287319

String Representations

InChiKey (Click to copy)
OUCLWOMRWNRDCS-WURITPQDSA-N
InChi (Click to copy)
InChI=1S/C29H46F2O3/c1-6-28(34,7-2)29(30,31)16-14-19(3)24-12-13-25-21(9-8-15-27(24,25)5)10-11-22-17-23(32)18-26(33)20(22)4/h10-11,19,23-26,32-34H,4,6-9,12-18H2,1-3,5H3/b21-10+,22-11-/t19-,23-,24-,25+,26+,27-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCC(F)(F)C(O)(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
182991
LIPIDBANK ID
VVD0487
PubChem CID
9547511

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 503.77
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 7.88
Molar Refractivity 135.65

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Created at
-
Updated at
30th Nov 2023