Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-2beta-(3-hydroxypropoxy)-19-norvitamin D3
Systematic Name
(7E)-(1R,2R,3R)-2-(3-hydroxypropoxy)-19-nor-9,10-seco-5,7-cholestadiene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-2beta-(3-hydroxypropoxy)-19-norcholecalciferol
LM ID
LMST03020550
Formula
C29H50O5
Exact Mass
Calculate m/z
478.365825
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 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)
SGILNBMDWGBSLS-IKTRVIDDSA-N
InChi (Click to copy)
InChI=1S/C29H50O5/c1-20(8-5-14-28(2,3)33)23-12-13-24-22(9-6-15-29(23,24)4)11-10-21-18-25(31)27(26(32)19-21)34-17-7-16-30/h10-11,20,23-27,30-33H,5-9,12-19H2,1-4H3/b21-10-,22-11+/t20-,23-,24+,25-,26-,27-,29-/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]1OCCCO

Other Databases

LIPIDBANK ID
VVD0651
PubChem CID
9547651

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 3
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 511.85
Topological Polar Surface Area 90.15
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 6.63
Molar Refractivity 139.37

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Created at
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Updated at
17th Feb 2022