Structure Database (LMSD)

Common Name
1alpha-hydroxy-2beta-(2-hydroxyethoxy)vitamin D3
Systematic Name
(5Z,7E)-(1R,2R,3R)-2-(2-hydroxyethoxy)-9,10-seco-5,7,10(19)-cholestatriene-1,3-diol
Synonyms
  • 1alpha-hydroxy-2beta-(2-hydroxyethoxy)cholecalciferol
LM ID
LMST03020427
Formula
C29H48O4
Exact Mass
Calculate m/z
460.35526
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)
VKHMTDRFULGMDP-IZSKNEKNSA-N
InChi (Click to copy)
InChI=1S/C29H48O4/c1-19(2)8-6-9-20(3)24-13-14-25-22(10-7-15-29(24,25)5)11-12-23-18-26(31)28(33-17-16-30)27(32)21(23)4/h11-12,19-20,24-28,30-32H,4,6-10,13-18H2,1-3,5H3/b22-11+,23-12-/t20-,24-,25+,26-,27-,28-,29-/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]1OCCO

Other Databases

LIPIDBANK ID
VVD0517
PubChem CID
9547534

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 3
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 500.42
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 7.01
Molar Refractivity 137.30

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Created at
-
Updated at
17th Feb 2022