Structure Database (LMSD)

Common Name
1alpha-hydroxy-2beta-(5-hydroxypentoxy)vitamin D3
Systematic Name
(5Z,7E)-(1R,2R,3R)-2-(5-hydroxypentoxy)-9,10-seco-5,7,10(19)-cholestatriene-1,3-diol
Synonyms
  • 1alpha-hydroxy-2beta-(5-hydroxypentoxy)cholecalciferol
LM ID
LMST03020522
Formula
C32H54O4
Exact Mass
Calculate m/z
502.40221
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)
YXMNIRSKBIHHNP-CHOXOBMVSA-N
InChi (Click to copy)
InChI=1S/C32H54O4/c1-22(2)11-9-12-23(3)27-16-17-28-25(13-10-18-32(27,28)5)14-15-26-21-29(34)31(30(35)24(26)4)36-20-8-6-7-19-33/h14-15,22-23,27-31,33-35H,4,6-13,16-21H2,1-3,5H3/b25-14+,26-15-/t23-,27-,28+,29-,30+,31-,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(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)[C@H]1OCCCCCO

Other Databases

LIPIDBANK ID
VVD0612
PubChem CID
9547626

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 3
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 552.32
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 8.18
Molar Refractivity 151.15

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Created at
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Updated at
17th Feb 2022