Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-24a,24b,24c-trihomo-22-thiavitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-24a,24b,24c-trihomo-9,10-seco-22-thia-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-24a,24b,24c-trihomo-22-thiacholecalciferol
LM ID
LMST03020425
Formula
C29H48O3S
Exact Mass
Calculate m/z
476.332417
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)
WYCQGEUSAIKRHH-HUFDJAIPSA-N
InChi (Click to copy)
InChI=1S/C29H48O3S/c1-20-23(18-24(30)19-27(20)31)12-11-22-10-9-16-29(5)25(13-14-26(22)29)21(2)33-17-8-6-7-15-28(3,4)32/h11-12,21,24-27,30-32H,1,6-10,13-19H2,2-5H3/b22-11+,23-12-/t21-,24+,25+,26-,27-,29+/m0/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])SCCCCCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0515
PubChem CID
9547532

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 3
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 510.14
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 8.01
Molar Refractivity 143.95

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Created at
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Updated at
17th Mar 2022