Structure Database (LMSD)

Common Name
toxisterol3 B2
Systematic Name
(5E,7E)-(3S,10S)-10-ethoxy-9,10-seco-5,7-cholestadien-3-ol
Synonyms
  • (5E)-(10S)-10-ethoxy-10,19-dihydrovitamin D3
  • (5E)-(10S)-10-ethoxy-10,19-dihydrocholecalciferol
LM ID
LMST03020442
Formula
C29H50O2
Exact Mass
Calculate m/z
430.38108
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)
Studies on vitamin D and related compounds XXIV new irradiation products of previtamin D3. Toxisterols,
Tetrahedron Letts, 1975

String Representations

InChiKey (Click to copy)
XLEDFPGAWKXGKL-PYLMYQOFSA-N
InChi (Click to copy)
InChI=1S/C29H50O2/c1-7-31-29(6)19-17-25(30)20-24(29)14-13-23-12-9-18-28(5)26(15-16-27(23)28)22(4)11-8-10-21(2)3/h13-14,21-22,25-27,30H,7-12,15-20H2,1-6H3/b23-13+,24-14+/t22-,25+,26-,27+,28-,29+/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(C)C)([H])[C@@]3(C)CCC\2)/[C@@](C)(OCC)CC1

Other Databases

LIPIDBANK ID
VVD0532
PubChem CID
9547548

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 485.48
Topological Polar Surface Area 29.46
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 8.72
Molar Refractivity 133.59

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Created at
-
Updated at
30th Mar 2022