Structure Database (LMSD)

Common Name
26,27-diethyl-1alpha,25-dihydroxy-22-thia-20-epivitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20R)-26,27-diethyl-9,10-seco-22-thia-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 26,27-diethyl-1alpha,25-dihydroxy-22-thia-20-epicholecalciferol
LM ID
LMST03020467
Formula
C30H50O3S
Exact Mass
Calculate m/z
490.348067
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)
DHHHZPHUXCNBHF-VYJXGJDFSA-N
InChi (Click to copy)
InChI=1S/C30H50O3S/c1-6-14-30(33,15-7-2)17-18-34-22(4)26-12-13-27-23(9-8-16-29(26,27)5)10-11-24-19-25(31)20-28(32)21(24)3/h10-11,22,25-28,31-33H,3,6-9,12-20H2,1-2,4-5H3/b23-10+,24-11-/t22-,25-,26-,27+,28+,29-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@](C)([H])SCCC(O)(CCC)CCC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0557
PubChem CID
9547572

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 3
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 527.44
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 8.40
Molar Refractivity 148.57

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Created at
-
Updated at
17th Mar 2022