Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-21-norvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-21-nor-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-21-norcholecalciferol
LM ID
LMST03020048
Formula
C26H42O3
Exact Mass
Calculate m/z
402.313395
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)
Synthetic studies of vitamin D analogues. X. Synthesis and biological activities of 1 alpha,25-dihydroxy-21-norvitamin D3.,
Chem Pharm Bull (Tokyo), 1992
Pubmed ID: 1319286

String Representations

InChiKey (Click to copy)
AUXHOSNBFNGFED-BQXVGYHGSA-N
InChi (Click to copy)
InChI=1S/C26H42O3/c1-18-20(16-22(27)17-24(18)28)11-10-19-8-7-15-26(4)21(12-13-23(19)26)9-5-6-14-25(2,3)29/h10-11,21-24,27-29H,1,5-9,12-17H2,2-4H3/b19-10+,20-11-/t21-,22+,23-,24-,26+/m0/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@](CCCCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0050
PubChem CID
9547307

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 439.73
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.32
Molar Refractivity 121.03

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Created at
-
Updated at
17th Jan 2024