Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-22-thia-20-epivitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20R)-9,10-seco-22-thia-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-22-thia-20-epicholecalciferol
LM ID
LMST03020054
Formula
C26H42O3S
Exact Mass
Calculate m/z
434.285467
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)
Synthesis of 1a,25-Dihydroxy-22-thiavitamin D3 and Related Analogs,
Bioorg Med Chem Lett, 1995

String Representations

InChiKey (Click to copy)
NJVDMIXTJXQHKY-CHKZDQNGSA-N
InChi (Click to copy)
InChI=1S/C26H42O3S/c1-17-20(15-21(27)16-24(17)28)9-8-19-7-6-12-26(5)22(10-11-23(19)26)18(2)30-14-13-25(3,4)29/h8-9,18,21-24,27-29H,1,6-7,10-16H2,2-5H3/b19-8+,20-9-/t18-,21-,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])SCCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0056
PubChem CID
9547309

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 458.24
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.84
Molar Refractivity 130.10

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Created at
-
Updated at
17th Mar 2022