Structure Database (LMSD)

Common Name
24,25-epoxy-1alpha-hydroxy-22,22,23,23-tetradehydrovitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-24,25-epoxy-9,10-seco-5,7,10(19)-cholestatrien-22-yne-1,3-diol
Synonyms
  • 24,25-epoxy-1alpha-hydroxy-22,22,23,23-tetradehydrocholecalciferol
LM ID
LMST03020093
Formula
C27H38O3
Exact Mass
Calculate m/z
410.282095
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)
Biological evaluation of epoxy analogs of 1 alpha,25-dihydroxyvitamin D3.,
Steroids, 1995
Pubmed ID: 8539786

String Representations

InChiKey (Click to copy)
HZMQSDRXOHWULA-QPGHTDHKSA-N
InChi (Click to copy)
InChI=1S/C27H38O3/c1-17(8-13-25-26(3,4)30-25)22-11-12-23-19(7-6-14-27(22,23)5)9-10-20-15-21(28)16-24(29)18(20)2/h9-10,17,21-25,28-29H,2,6-7,11-12,14-16H2,1,3-5H3/b19-9+,20-10-/t17-,21-,22-,23+,24+,25?,27-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C#CC4OC4(C)C)(C)[H])([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0103
PubChem CID
9547343

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 439.39
Topological Polar Surface Area 52.99
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.09
Molar Refractivity 122.67

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Created at
-
Updated at
17th Mar 2022