Structure Database (LMSD)

Common Name
1alpha-hydroxy-24-(dimethoxyphosphoryl)-25,26,27-trinorvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-24-(dimethoxyphosphoryl)-9,10-seco-5,7,10(19)-cholatriene-1,3-diol
Synonyms
  • 1alpha-hydroxy-24-(dimethoxyphosphoryl)-25,26,27-trinorcholecalciferol
LM ID
LMST03020073
Formula
C26H43O5P
Exact Mass
Calculate m/z
466.284813
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)
Development of a novel 1,25(OH)2-vitamin D3 analog with potent ability to induce HL-60 cell differentiation without modulating calcium metabolism.,
Blood, 1991
Pubmed ID: 1648977

String Representations

InChiKey (Click to copy)
RWBIHPUGBYXCAN-KPJOBTTESA-N
InChi (Click to copy)
InChI=1S/C26H43O5P/c1-18(8-7-15-32(29,30-4)31-5)23-12-13-24-20(9-6-14-26(23,24)3)10-11-21-16-22(27)17-25(28)19(21)2/h10-11,18,22-25,27-28H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25+,26-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCP(=O)(OC)OC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0077
PubChem CID
9547325

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 477.14
Topological Polar Surface Area 75.99
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 6.89
Molar Refractivity 131.13

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Created at
-
Updated at
17th Mar 2022