Structure Database (LMSD)

Common Name
25-hydroxy-23-oxavitamin D3
Systematic Name
(5Z,7E)-(3S)-23-oxa-9,10-seco-5,7,10(19)-cholestatriene-3,25-diol
Synonyms
  • 25-hydroxy-23-oxacholecalciferol
LM ID
LMST03020045
Formula
C26H42O3
Exact Mass
Calculate m/z
402.313395
Status
Curated
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)
Synthesis and Biological Activity of 23-oxa Vitamin D Analogues,
Vitamin D, 1994

String Representations

InChiKey (Click to copy)
CDKNGPIFQZZOMA-CMOHYRQESA-N
InChi (Click to copy)
InChI=1S/C26H42O3/c1-18-8-11-22(27)15-21(18)10-9-20-7-6-14-26(5)23(12-13-24(20)26)19(2)16-29-17-25(3,4)28/h9-10,19,22-24,27-28H,1,6-8,11-17H2,2-5H3/b20-9+,21-10-/t19-,22+,23-,24+,26-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])COCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0047
PubChem CID
9547304

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
-
Updated at
22nd Jan 2024