Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-3-deoxy-3-thiavitamin D3
Systematic Name
(5E,7E)-(1R)-9,10-seco-3-thia-5,7,10(19)-cholestatriene-1,25-diol
Synonyms
  • 1alpha,25-dihydroxy-3-deoxy-3-thiacholecalciferol
LM ID
LMST03020041
Formula
C26H42O2S
Exact Mass
Calculate m/z
418.290552
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)
3-Deoxy-3-thia-1a,25-dihydroxyvitamin D3 and Its 1b-Epimer : Synthesis and Biological Evaluation,
j Org Chem, 1992

String Representations

InChiKey (Click to copy)
PPIYXHMVYOAFHJ-MZTLAJJJSA-N
InChi (Click to copy)
InChI=1S/C26H42O2S/c1-18(8-6-14-25(3,4)28)22-12-13-23-20(9-7-15-26(22,23)5)10-11-21-16-29-17-24(27)19(21)2/h10-11,18,22-24,27-28H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23+,24+,26-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(O)(C)C)([H])[C@@]3(C)CCC\2)/CSC1

Other Databases

LIPIDBANK ID
VVD0043
PubChem CID
9547300

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 449.45
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.44
Molar Refractivity 128.13

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Created at
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Updated at
17th Mar 2022