Structure Database (LMSD)

H H H HO O O OH OH
Common Name
18-acetoxy-1alpha,25-dihydroxyvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-18-acetoxy-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 18-acetoxy-1alpha,25-dihydroxycholecalciferol
LM ID
LMST03020414
Formula
C29H46O5
Exact Mass
Calculate m/z
474.334525
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

String Representations

InChiKey (Click to copy)
WWUMIPQKNPFIAD-AMXJZHMKSA-N
InChi (Click to copy)
InChI=1S/C29H46O5/c1-19(8-6-14-28(4,5)33)25-12-13-26-22(9-7-15-29(25,26)18-34-21(3)30)10-11-23-16-24(31)17-27(32)20(23)2/h10-11,19,24-27,31-33H,2,6-9,12-18H2,1,3-5H3/b22-10+,23-11-/t19-,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(COC(=O)C)CCC\2)/C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Studies of vitamin D (calciferol) and its analogs. 41. 18-Substituted derivatives of vitamin D: 18-acetoxy-1.alpha.,25-dihydroxyvitamin D3 and related analogs,
J Org Chem, 1992

Other Databases

CHEBI ID
73917
LIPIDBANK ID
VVD0502
PubChem CID
9547521

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 3
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 506.57
Topological Polar Surface Area 86.99
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 6.39
Molar Refractivity 137.02

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Created at
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Updated at
17th May 2022