Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-2beta-(2-hydroxyethoxy)vitamin D3
Systematic Name
(5Z,7E)-(1R,2R,3R)-2-(2-hydroxyethoxy)-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-2beta-(2-hydroxyethoxy)cholecalciferol
LM ID
LMST03020440
Formula
C29H48O5
Exact Mass
Calculate m/z
476.350175
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 analogs. XXIV. Synthesis of active vitamin D3 analogs substituted at the 2 beta-position and their preventive effects on bone mineral loss in ovariectomized rats.,
Chem Pharm Bull (Tokyo), 1997
Pubmed ID: 9353890

String Representations

InChiKey (Click to copy)
YKRXLAZFRPNVQD-GLBGDYBGSA-N
InChi (Click to copy)
InChI=1S/C29H48O5/c1-19(8-6-14-28(3,4)33)23-12-13-24-21(9-7-15-29(23,24)5)10-11-22-18-25(31)27(34-17-16-30)26(32)20(22)2/h10-11,19,23-27,30-33H,2,6-9,12-18H2,1,3-5H3/b21-10+,22-11-/t19-,23-,24+,25-,26-,27-,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(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)[C@H]1OCCO

Other Databases

CHEBI ID
168694
LIPIDBANK ID
VVD0530
PubChem CID
9547546

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 3
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 509.21
Topological Polar Surface Area 90.15
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 6.41
Molar Refractivity 139.28

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Created at
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Updated at
17th Feb 2022