Structure Database (LMSD)

Common Name
25,26-epoxy-1alpha-hydroxyvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-25,26-epoxy-9,10-seco-5,7,10(19)-cholestatriene-1,3-diol
Synonyms
  • 25,26-epoxy-1alpha-hydroxycholecalciferol
LM ID
LMST03020161
Formula
C27H42O3
Exact Mass
Calculate m/z
414.313395
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)
Biological evaluation of epoxy analogs of 1 alpha,25-dihydroxyvitamin D3.,
Steroids, 1995
Pubmed ID: 8539786

String Representations

InChiKey (Click to copy)
YKKCSAPIQXPNAX-QRMWMMICSA-N
InChi (Click to copy)
InChI=1S/C27H42O3/c1-18(7-5-13-26(3)17-30-26)23-11-12-24-20(8-6-14-27(23,24)4)9-10-21-15-22(28)16-25(29)19(21)2/h9-10,18,22-25,28-29H,2,5-8,11-17H2,1,3-4H3/b20-9+,21-10-/t18-,22-,23-,24+,25+,26?,27-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC4(OC4)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0179
PubChem CID
9547392

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 444.67
Topological Polar Surface Area 52.99
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.87
Molar Refractivity 124.12

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Created at
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Updated at
24th Feb 2022