Structure Database (LMSD)

Common Name
18-acetoxy-25-hydroxyvitamin D3
Systematic Name
(5Z,7E)-(3S)-18-acetoxy-9,10-seco-5,7,10(19)-cholestatriene-3,25-diol
Synonyms
  • 18-acetoxy-25-hydroxycholecalciferol
LM ID
LMST03020410
Formula
C29H46O4
Exact Mass
Calculate m/z
458.33961
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)
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

String Representations

InChiKey (Click to copy)
LFWSFOXGOIITEX-HWDYNJMHSA-N
InChi (Click to copy)
InChI=1S/C29H46O4/c1-20-10-13-25(31)18-24(20)12-11-23-9-7-17-29(19-33-22(3)30)26(14-15-27(23)29)21(2)8-6-16-28(4,5)32/h11-12,21,25-27,31-32H,1,6-10,13-19H2,2-5H3/b23-11+,24-12-/t21-,25+,26-,27+,29+/m1/s1
SMILES (Click to copy)
C1C(=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

Other Databases

LIPIDBANK ID
VVD0498
PubChem CID
9547518

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 3
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 497.78
Topological Polar Surface Area 66.76
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 7.13
Molar Refractivity 135.12

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Created at
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Updated at
17th May 2022