Structure Database (LMSD)

Common Name
(25R)-1alpha,25,26-trihydroxy-22-oxavitamin D3
Systematic Name
(5Z,7E)-(1S,3R,25R)-22-oxa-9,10-seco-5,7,10(19)-cholestatriene-1,3,25,26-tetrol
Synonyms
  • (25R)-1alpha,25,26-trihydroxy-22-oxacholecalciferol
LM ID
LMST03020067
Formula
C26H42O5
Exact Mass
Calculate m/z
434.303225
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)
Synthetic studies of vitamin D analogs. XXII. Synthesis and antiproliferation activity of putative metabolites of 1 alpha, 25-dihydroxy-22-oxavitamin D3.,
Chem Pharm Bull (Tokyo), 1996
Pubmed ID: 8996858

String Representations

InChiKey (Click to copy)
HXCKVZWOCQWXIV-JTNSFANSSA-N
InChi (Click to copy)
InChI=1S/C26H42O5/c1-17-20(14-21(28)15-24(17)29)8-7-19-6-5-11-26(4)22(9-10-23(19)26)18(2)31-13-12-25(3,30)16-27/h7-8,18,21-24,27-30H,1,5-6,9-16H2,2-4H3/b19-7+,20-8-/t18-,21+,22+,23-,24-,25+,26+/m0/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])OCC[C@](O)(C)CO)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0071
PubChem CID
9547319

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 457.31
Topological Polar Surface Area 90.15
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 5.38
Molar Refractivity 125.49

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Created at
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Updated at
23rd Jan 2024