LIPID MAPS

Structure Database (LMSD)

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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

Main

Classification

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

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

DOI: 10.1016/S0040-4039(00)71884-3

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