Structure Database (LMSD)

Common Name
Squalene hydroperoxy-monocyclic peroxide
Systematic Name
6-(2-hydroperoxypropan-2-yl)-3-methyl-3-((1E,4E,8E,12E)-4,9,13,17-tetramethyloctadeca-1,4,8,12,16-pentaen-1-yl)-1,2-dioxane
Synonyms
  • Squalene cyclic peroxide
  • 2-OOH-3-(1,2-dioxane)-SQ
LM ID
LMPR0106010070
Formula
C30H50O4
Exact Mass
Calculate m/z
474.37091
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C30 isoprenoids (triterpenes) [PR0106]
Acyclic triterpenoids [PR010601]

References

Comments
Submited by Khalifa Saoussane

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Novel Photoinduced Squalene Cyclic Peroxide Identified, Detected, and Quantified in Human Skin Surface Lipids.,
Antioxidants (Basel), 2021
Pubmed ID: 34829631

String Representations

InChiKey (Click to copy)
VLGOAEMNJVXLAT-NHSSLAPNSA-N
InChi (Click to copy)
InChI=1S/C30H50O4/c1-24(2)14-11-17-27(5)19-12-18-25(3)15-9-10-16-26(4)20-13-22-30(8)23-21-28(32-34-30)29(6,7)33-31/h13-16,19,22,28,31H,9-12,17-18,20-21,23H2,1-8H3/b22-13+,25-15+,26-16+,27-19+
SMILES (Click to copy)
O1C(C(C)(C)OO)CCC(C)(/C=C/C/C(/C)=C/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/C)O1

Other Databases

PubChem CID
171121150

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 1
Aromatic Rings
Rotatable Bonds 14
Van der Waals Molecular Volume 537.16
Topological Polar Surface Area 52.06
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 10.25
Molar Refractivity 144.95

Admin

Created at
9th Mar 2022
Updated at
9th Mar 2022