Structure Database (LMSD)

Common Name
25,26-epoxy-1alpha-hydroxy-23,23,24,24-tetradehydro-19-norvitamin D3
Systematic Name
(7E)-(1R,3R)-25,26-epoxy-19-nor-9,10-seco-5,7-cholestadien-23-yne-1,3-diol
Synonyms
  • 25,26-epoxy-1alpha-hydroxy-23,23,24,24-tetradehydro-19-norcholecalciferol
LM ID
LMST03020033
Formula
C26H38O3
Exact Mass
Calculate m/z
398.282095
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)
Biological evaluation of epoxy analogs of 1 alpha,25-dihydroxyvitamin D3.,
Steroids, 1995
Pubmed ID: 8539786

String Representations

InChiKey (Click to copy)
QUNNEIWKZGVMFC-QXQQXREPSA-N
InChi (Click to copy)
InChI=1S/C26H38O3/c1-18(6-4-12-25(2)17-29-25)23-10-11-24-20(7-5-13-26(23,24)3)9-8-19-14-21(27)16-22(28)15-19/h8-9,18,21-24,27-28H,5-7,10-11,13-17H2,1-3H3/b20-9+/t18-,21-,22-,23-,24+,25?,26-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CC#CC4(OC4)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0035
PubChem CID
9547293

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 424.73
Topological Polar Surface Area 52.99
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.92
Molar Refractivity 118.14

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Created at
-
Updated at
17th Mar 2022