Structure Database (LMSD)

Common Name
18-acetoxy-1alpha-hydroxyvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-18-acetoxy-9,10-seco-5,7,10(19)-cholestatriene-1,3-diol
Synonyms
  • 18-acetoxy-1alpha-hydroxycholecalciferol
LM ID
LMST03020409
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)
PXVFRWYXTUOPCC-JORAJEIRSA-N
InChi (Click to copy)
InChI=1S/C29H46O4/c1-19(2)8-6-9-20(3)26-13-14-27-23(10-7-15-29(26,27)18-33-22(5)30)11-12-24-16-25(31)17-28(32)21(24)4/h11-12,19-20,25-28,31-32H,4,6-10,13-18H2,1-3,5H3/b23-11+,24-12-/t20-,25-,26-,27+,28+,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(C)C)([H])[C@@]3(COC(=O)C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
73906
LIPIDBANK ID
VVD0497
PubChem CID
9547517

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 6.99
Molar Refractivity 135.05

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Created at
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Updated at
17th May 2022