Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-19-nor-22-oxavitamin D3
Systematic Name
(7E)-(1R,3R)-19-nor-22-oxa-9,10-seco-5,7-cholestadiene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-19-nor-22-oxacholecalciferol
LM ID
LMST03020546
Formula
Exact Mass
Calculate m/z
406.30831
Status
Active

Classification

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
“Symmetry” in the synthesis of the a-ring of a vitamin D hybrid analogue with significant transactivation activity: A combinatorial sequence of regioselective propiolate-ene, catalytic enantioselective epoxidation and carbonyl-ene cyclization reactions,
Tetrahedron Letts, 1998

String Representations

InChiKey (Click to copy)
LEPQAQLZNZOPNI-XAIYVRTCSA-N
InChi (Click to copy)
InChI=1S/C25H42O4/c1-17(29-13-12-24(2,3)28)22-9-10-23-19(6-5-11-25(22,23)4)8-7-18-14-20(26)16-21(27)15-18/h7-8,17,20-23,26-28H,5-6,9-16H2,1-4H3/b19-8+/t17-,20+,21+,22+,23-,25+/m0/s1
SMILES (Click to copy)
[C@@H]1(O)C/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])OCCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0647
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 433.86
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.96
Molar Refractivity 119.07

Admin

Created at
-
Updated at
3rd Feb 2022