Structure Database (LMSD)

Common Name
2alpha-(benzyloxy)-1alpha,25-dihydroxy-19-norvitamin D3
Systematic Name
(7E)-(1R,2S,3R)-2-(benzyloxy)-19-nor-9,10-seco-5,7-cholestadiene-1,3,25-triol
Synonyms
  • 2alpha-(benzyloxy)-1alpha,25-dihydroxy-19-norcholecalciferol
LM ID
LMST03020551
Formula
C33H50O4
Exact Mass
Calculate m/z
510.370911
Status
Curated
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 and biological activity of 2-hydroxy and 2-alkoxy analogs of 1 alpha,25-dihydroxy-19-norvitamin D3.,
J Med Chem, 1994
Pubmed ID: 7966133

String Representations

InChiKey (Click to copy)
XUYDUJWCGKCKQA-VMNFMIBJSA-N
InChi (Click to copy)
InChI=1S/C33H50O4/c1-23(10-8-18-32(2,3)36)27-16-17-28-26(13-9-19-33(27,28)4)15-14-25-20-29(34)31(30(35)21-25)37-22-24-11-6-5-7-12-24/h5-7,11-12,14-15,23,27-31,34-36H,8-10,13,16-22H2,1-4H3/b25-14-,26-15+/t23-,27-,28+,29-,30-,31+,33-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)[C@@H]1OCC1C=CC=CC=1

Other Databases

LIPIDBANK ID
VVD0652
PubChem CID
9547652

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings 1
Rotatable Bonds 9
Van der Waals Molecular Volume 541.08
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 7.88
Molar Refractivity 151.97

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Created at
-
Updated at
31st Mar 2022