Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-24a-homo-22-thiavitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-24a-homo-9,10-seco-22-thia-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-24a-homo-22-thiacholecalciferol
LM ID
LMST03020263
Formula
C27H44O3S
Exact Mass
Calculate m/z
448.301117
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)
KGKMGJWJMWAPLE-MWQBTWHKSA-N
InChi (Click to copy)
InChI=1S/C27H44O3S/c1-18-21(16-22(28)17-25(18)29)10-9-20-8-6-14-27(5)23(11-12-24(20)27)19(2)31-15-7-13-26(3,4)30/h9-10,19,22-25,28-30H,1,6-8,11-17H2,2-5H3/b20-9+,21-10-/t19-,22+,23+,24-,25-,27+/m0/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])SCCCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
168197
LIPIDBANK ID
VVD0290
PubChem CID
9547437

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 475.54
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 7.23
Molar Refractivity 134.72

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Created at
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Updated at
17th Mar 2022