Structure Database (LMSD)
Common Name
7-OOH-5,8-dien-3beta-ol
Systematic Name
7α-hydroperoxy-cholesta-5,8-dien-3β-ol
Synonyms
LM ID
LMST01010357
Formula
Exact Mass
Calculate m/z
416.329045
Sum Composition
Status
Active
No other lipid differing only in stereochemistry/bond geometry found
3D model of 7-OOH-5,8-dien-3beta-ol
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
XBWZCSLUWJGSEA-WYSYMYBOSA-N
InChi (Click to copy)
InChI=1S/C27H44O3/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)30-29/h16-18,20-22,24,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,24-,26+,27-/m1/s1
SMILES (Click to copy)
C12[C@H](OO)C=C3C[C@@H](O)CC[C@]3(C)C=1CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCCC(C)C)CC[C@@]21[H]
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Rattus norvegicus
(#10116)
Mammalia
(#40674)
Novel oxysterols observed in tissues and fluids of AY9944-treated rats: a model for Smith-Lemli-Opitz syndrome.,
J Lipid Res, 2011
J Lipid Res, 2011
Pubmed ID:
21817059
DOI:
10.1194/jlr.M018366
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
30
Rings
4
Aromatic Rings
0
Rotatable Bonds
6
Van der Waals Molecular Volume
447.31
Topological Polar Surface Area
49.69
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
3
logP
7.66
Molar Refractivity
122.87
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Created at
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Updated at
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