Structure Database (LMSD)

Common Name
24-(dimethoxyphosphoryl)-25,26,27-trinorvitamin D3
Systematic Name
(5Z,7E)-(3S)-24-(dimethoxyphosphoryl)-9,10-seco-5,7,10(19)-cholatrien-3-ol
Synonyms
  • 24-(dimethoxyphosphoryl)-25,26,27-trinorcholecalciferol
LM ID
LMST03020072
Formula
C26H43O4P
Exact Mass
Calculate m/z
450.289898
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)
RIPZEXCMHPWQRJ-OBGOKZPCSA-N
InChi (Click to copy)
InChI=1S/C26H43O4P/c1-19-10-13-23(27)18-22(19)12-11-21-9-6-16-26(3)24(14-15-25(21)26)20(2)8-7-17-31(28,29-4)30-5/h11-12,20,23-25,27H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,26-/m1/s1
SMILES (Click to copy)
C1C(=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

CHEBI ID
178628
LIPIDBANK ID
VVD0076
PubChem CID
9547324

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 468.35
Topological Polar Surface Area 55.76
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 7.63
Molar Refractivity 129.23

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Created at
-
Updated at
17th Mar 2022