Structure Database (LMSD)

Common Name
(24S)-1alpha,24-dihydroxy-22-oxavitamin D3
Systematic Name
(5Z,7E)-(1S,3R,24S)-22-oxa-9,10-seco-5,7,10(19)-cholestatriene-1,3,24-triol
Synonyms
  • (24S)-1alpha,24-dihydroxy-22-oxacholecalciferol
LM ID
LMST03020058
Formula
C26H42O4
Exact Mass
Calculate m/z
418.30831
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 analogues. XVII. Synthesis and differentiation-inducing activity of 1 alpha,24-dihydroxy-22-oxavitamin D3 analogues and their 20(R)-epimers.,
Chem Pharm Bull (Tokyo), 1993
Pubmed ID: 8221979

String Representations

InChiKey (Click to copy)
QBLPQGCPHVNTFS-AKIGQNGMSA-N
InChi (Click to copy)
InChI=1S/C26H42O4/c1-16(2)25(29)15-30-18(4)22-10-11-23-19(7-6-12-26(22,23)5)8-9-20-13-21(27)14-24(28)17(20)3/h8-9,16,18,21-25,27-29H,3,6-7,10-15H2,1-2,4-5H3/b19-8+,20-9-/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])OC[C@@H](O)C(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0060
PubChem CID
9547313

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 448.52
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.98
Molar Refractivity 123.52

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Created at
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Updated at
23rd Jan 2024