Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-2beta-pentylvitamin D3
Systematic Name
(5Z,7E)-(1S,2R,3R)-2-pentyl-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-2beta-pentylcholecalciferol
LM ID
LMST03020520
Formula
C32H54O3
Exact Mass
Calculate m/z
486.407295
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)
PJTPKEYAAXZCOT-LXLGZUHVSA-N
InChi (Click to copy)
InChI=1S/C32H54O3/c1-7-8-9-14-26-29(33)21-25(23(3)30(26)34)16-15-24-13-11-20-32(6)27(17-18-28(24)32)22(2)12-10-19-31(4,5)35/h15-16,22,26-30,33-35H,3,7-14,17-21H2,1-2,4-6H3/b24-15+,25-16-/t22-,26-,27-,28+,29-,30-,32-/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]1CCCCC

Other Databases

LIPIDBANK ID
VVD0610
PubChem CID
9547624

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 3
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 543.53
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 8.37
Molar Refractivity 148.59

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Created at
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Updated at
17th Feb 2022