Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-2beta-butoxyvitamin D3
Systematic Name
(5Z,7E)-(1R,2R,3R)-2-butoxy-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-2beta-butoxycholecalciferol
LM ID
LMST03020509
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 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)
SSCKPSFTQNHIRZ-KKPDRENHSA-N
InChi (Click to copy)
InChI=1S/C31H52O4/c1-7-8-19-35-29-27(32)20-24(22(3)28(29)33)14-13-23-12-10-18-31(6)25(15-16-26(23)31)21(2)11-9-17-30(4,5)34/h13-14,21,25-29,32-34H,3,7-12,15-20H2,1-2,4-6H3/b23-13+,24-14-/t21-,25-,26+,27-,28-,29-,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(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)[C@H]1OCCCC

Other Databases

LIPIDBANK ID
VVD0599
PubChem CID
9547613

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 3
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 535.02
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 7.93
Molar Refractivity 146.61

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Created at
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Updated at
17th Feb 2022