Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-2beta-(3-hydroxypropyl)vitamin D3
Systematic Name
(5Z,7E)-(1S,2R,3R)-2-(3-hydroxypropyl)-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-2beta-(3-hydroxypropyl)cholecalciferol
LM ID
LMST03020469
Formula
C30H50O4
Exact Mass
Calculate m/z
474.37091
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)
KTWULTSOHFXMKA-PVSIYCHTSA-N
InChi (Click to copy)
InChI=1S/C30H50O4/c1-20(2)9-6-10-21(3)25-14-15-26-23(11-7-16-30(25,26)5)12-13-24-19-27(32)29(28(33)22(24)4)34-18-8-17-31/h12-13,20-21,25-29,31-33H,4,6-11,14-19H2,1-3,5H3/b23-12+,24-13-/t21-,25-,26+,27-,28+,29-,30-/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]1OCCCO

Other Databases

LIPIDBANK ID
VVD0559
PubChem CID
9547574

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 3
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 517.72
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 7.40
Molar Refractivity 141.92

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Created at
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Updated at
17th Feb 2022