Structure Database (LMSD)

Common Name
24a,24b-epoxy-23-tetradehydro-24a,24b-dihomo-1alpha,25-dihydroxyvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-24a,24b-dihomo-24a,24b-epoxy-9,10-seco-5,7,10(19)-cholestatriene-23-yne-1,3,25-triol
Synonyms
  • 24a,24b-epoxy-23-tetradehydro-24a,24b-dihomo-1alpha,25-dihydroxycholecalciferol
LM ID
LMST03020393
Formula
C29H42O4
Exact Mass
Calculate m/z
454.30831
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)
JZEVIVBNTLIMOV-LGZYZDSISA-N
InChi (Click to copy)
InChI=1S/C29H42O4/c1-18(8-6-10-26-27(33-26)28(3,4)32)23-13-14-24-20(9-7-15-29(23,24)5)11-12-21-16-22(30)17-25(31)19(21)2/h11-12,18,22-27,30-32H,2,7-9,13-17H2,1,3-5H3/b20-11+,21-12-/t18-,22-,23-,24+,25+,26?,27?,29-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CC#CC4OC4C(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
168834
LIPIDBANK ID
VVD0477
PubChem CID
9547502

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 482.78
Topological Polar Surface Area 73.22
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 6.13
Molar Refractivity 133.80

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Created at
-
Updated at
24th Feb 2022