Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-11beta-(2-hydroxyethyl)vitamin D3
Systematic Name
(5Z,7E)-(1S,3R,11R)-11-(2-hydroxyethyl)-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-11beta-(2-hydroxyethyl)cholecalciferol
LM ID
LMST03020434
Formula
C29H48O4
Exact Mass
Calculate m/z
460.35526
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)
Structure function analysis of vitamin D analogs with C-ring modifications.,
J Biol Chem, 1992
Pubmed ID: 1310680

String Representations

InChiKey (Click to copy)
LJEUOLITNBCDAJ-CKQWOOAYSA-N
InChi (Click to copy)
InChI=1S/C29H48O4/c1-19(7-6-13-28(3,4)33)25-10-11-26-23(15-21(12-14-30)18-29(25,26)5)9-8-22-16-24(31)17-27(32)20(22)2/h8-9,19,21,24-27,30-33H,2,6-7,10-18H2,1,3-5H3/b22-8-,23-9+/t19-,21-,24-,25-,26+,27+,29-/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)C[C@H](CCO)C\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0524
PubChem CID
9547540

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 500.42
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 6.46
Molar Refractivity 136.64

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Created at
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Updated at
14th Apr 2022