Structure Database (LMSD)

Common Name
1alpha-hydroxy-22-oxavitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-22-oxa-9,10-seco-5,7,10(19)-cholestatriene-1,3-diol
Synonyms
  • 1alpha-hydroxy-22-oxacholecalciferol
LM ID
LMST03020044
Formula
C26H42O3
Exact Mass
Calculate m/z
402.313395
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 D3 analogues. VIII. Synthesis of 22-oxavitamin D3 analogues.,
Chem Pharm Bull (Tokyo), 1986
Pubmed ID: 3829173

String Representations

InChiKey (Click to copy)
OSURJGQBRKBWMU-JRTYMHBXSA-N
InChi (Click to copy)
InChI=1S/C26H42O3/c1-17(2)12-14-29-19(4)23-10-11-24-20(7-6-13-26(23,24)5)8-9-21-15-22(27)16-25(28)18(21)3/h8-9,17,19,22-25,27-28H,3,6-7,10-16H2,1-2,4-5H3/b20-8+,21-9-/t19-,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])OCCC(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
173060
LIPIDBANK ID
VVD0046
PubChem CID
9547303

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 439.73
Topological Polar Surface Area 49.69
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.72
Molar Refractivity 121.62

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Created at
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Updated at
23rd Jan 2024