Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-24a,24b-dihomo-22-thiavitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-24a,24b-dihomo-9,10-seco-22-thia-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-24a,24b-dihomo-22-thiacholecalciferol
LM ID
LMST03020370
Formula
C28H46O3S
Exact Mass
Calculate m/z
462.316767
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)
HZHCMLRUGMBWKV-AHXBDMGHSA-N
InChi (Click to copy)
InChI=1S/C28H46O3S/c1-19-22(17-23(29)18-26(19)30)11-10-21-9-8-15-28(5)24(12-13-25(21)28)20(2)32-16-7-6-14-27(3,4)31/h10-11,20,23-26,29-31H,1,6-9,12-18H2,2-5H3/b21-10+,22-11-/t20-,23+,24+,25-,26-,28+/m0/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])SCCCCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0454
PubChem CID
9547484

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 492.84
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 7.62
Molar Refractivity 139.33

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Created at
-
Updated at
17th Mar 2022