Structure Database (LMSD)

Common Name
(5Z)-1,25-dihydroxy-3-thiavitamin D3
Systematic Name
(5Z,7E)-(1R)-9,10-seco-3-thia-5,7,10(19)-cholestatriene-1,25-diol
Synonyms
  • (5Z)-1,25-dihydroxy-3-thiacholecalciferol
LM ID
LMST03020043
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)
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)
PPIYXHMVYOAFHJ-KEUUECTCSA-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)
S1C/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C(=C)[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0045
PubChem CID
9547302

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
-
Updated at
17th Mar 2022