Structure Database (LMSD)

Common Name
1alpha-hydroxy-2beta-(4-hydroxybutoxy)vitamin D3
Systematic Name
(5Z,7E)-(1R,2R,3R)-2-(4-hydroxybutoxy)-9,10-seco-5,7,10(19)-cholestatriene-1,3-diol
Synonyms
  • 1alpha-hydroxy-2beta-(4-hydroxybutoxy)cholecalciferol
LM ID
LMST03020500
Formula
C31H52O4
Exact Mass
Calculate m/z
488.38656
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. XIV. Synthesis and calcium regulating activity of vitamin D3 analogues bearing a hydroxyalkoxy group at the 2 beta-position.,
Chem Pharm Bull (Tokyo), 1993
Pubmed ID: 8396500

String Representations

InChiKey (Click to copy)
NERFXSNKWCSNMA-WJOGRIIQSA-N
InChi (Click to copy)
InChI=1S/C31H52O4/c1-21(2)10-8-11-22(3)26-15-16-27-24(12-9-17-31(26,27)5)13-14-25-20-28(33)30(29(34)23(25)4)35-19-7-6-18-32/h13-14,21-22,26-30,32-34H,4,6-12,15-20H2,1-3,5H3/b24-13+,25-14-/t22-,26-,27+,28-,29-,30-,31-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)[C@H]1OCCCCO

Other Databases

LIPIDBANK ID
VVD0590
PubChem CID
9547604

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 3
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 535.02
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 7.79
Molar Refractivity 146.54

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Created at
-
Updated at
17th Feb 2022