Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-19-norvitamin D3
Systematic Name
(7E)-(1R,3R)-19-nor-9,10-seco-5,7-cholestadiene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-19-norcholecalciferol
LM ID
LMST03020074
Formula
C26H44O3
Exact Mass
Calculate m/z
404.329045
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)
Biologic activity of dihydroxylated 19-nor-(pre)vitamin D3,
J Bone Miner Res, 1993
Pubmed ID: 8213251

String Representations

InChiKey (Click to copy)
PKFBWEUIKKCWEW-WEZTXPJVSA-N
InChi (Click to copy)
InChI=1S/C26H44O3/c1-18(7-5-13-25(2,3)29)23-11-12-24-20(8-6-14-26(23,24)4)10-9-19-15-21(27)17-22(28)16-19/h9-10,18,21-24,27-29H,5-8,11-17H2,1-4H3/b20-10+/t18-,21-,22-,23-,24+,26-/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)C1

Other Databases

LIPIDBANK ID
VVD0078
PubChem CID
9547326

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 442.37
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.40
Molar Refractivity 121.05

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Created at
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Updated at
23rd Jan 2024