Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-3-deoxy-3-thiavitamin D3 3-oxide
Systematic Name
(5E,7E)-(1R,3R)-1,25-dihydroxy-9,10-seco-3-thia-5,7,10(19)-cholestatriene 3-oxide
Synonyms
  • 1alpha,25-dihydroxy-3-deoxy-3-thiacholecalciferol 3-oxide
LM ID
LMST03020049
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)
Inhibitors of 25-hydroxyvitamin D3-1alpha-hydroxylase: thiavitamin D analogs and biological evaluation.,
J Steroid Biochem Mol Biol, 1997
Pubmed ID: 9366500

String Representations

InChiKey (Click to copy)
WOGXXUYWQKFSGA-WEDBJWJFSA-N
InChi (Click to copy)
InChI=1S/C26H42O3S/c1-18(8-6-14-25(3,4)28)22-12-13-23-20(9-7-15-26(22,23)5)10-11-21-16-30(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-,30-/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)/C[S@@+]([O-])C1

Other Databases

LIPIDBANK ID
VVD0051
PubChem CID
44263349

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 63.52
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.45
Molar Refractivity 128.68

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Created at
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Updated at
17th Mar 2022