Structure Database (LMSD)

Common Name
(24S)-1alpha,24,25-trihydroxy-22-oxavitamin D3
Systematic Name
(5Z,7E)-(1S,3R,24S)-22-oxa-9,10-seco-5,7,10(19)-cholestatriene-1,3,24,25-tetrol
Synonyms
  • (24S)-1alpha,24,25-trihydroxy-22-oxacholecalciferol
LM ID
LMST03020066
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)
XKJQTLNBRNWUQP-LLAMVETDSA-N
InChi (Click to copy)
InChI=1S/C26H42O5/c1-16-19(13-20(27)14-23(16)28)9-8-18-7-6-12-26(5)21(10-11-22(18)26)17(2)31-15-24(29)25(3,4)30/h8-9,17,20-24,27-30H,1,6-7,10-15H2,2-5H3/b18-8+,19-9-/t17-,20+,21+,22-,23-,24-,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(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0070
PubChem CID
9547318

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
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