5-Oxo-ETE
PubChem CID
5283159
Structure
Molecular Formula
Synonyms
- 5-Oxo-ETE
- 106154-18-1
- 5-Oxoete
- 5-oxo-6E,8Z,11Z,14Z-eicosatetraenoic acid
- (6E,8Z,11Z,14Z)-5-Oxoicosa-6,8,11,14-tetraenoic acid
Molecular Weight
318.4 g/mol
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Dates
- Create:2006-01-13
- Modify:2025-01-18
Description
5-oxo-ETE is an oxoicosatetraenoic acid having a 5-oxo group; and (6E)-, (8Z), (11Z)- and (14Z)-double bonds. It has a role as a human metabolite, a mouse metabolite and an immunomodulator. It is functionally related to an icosa-6,8,11,14-tetraenoic acid. It is a conjugate acid of a 5-oxo-ETE(1-).
Chemical Structure Depiction
(6E,8Z,11Z,14Z)-5-oxoicosa-6,8,11,14-tetraenoic acid
Computed by Lexichem TK 2.7.0 (PubChem release 2024.11.20)
InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-14+
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
MEASLHGILYBXFO-XTDASVJISA-N
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
CCCCC/C=C\C/C=C\C/C=C\C=C\C(=O)CCCC(=O)O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C20H30O3
Computed by PubChem 2.2 (PubChem release 2024.11.20)
126432-17-5
- 5-oxo-eicosatetraenoic acid
- 5-oxo-ETE
- 5-Oxo-ETE
- 106154-18-1
- 5-Oxoete
- 5-oxo-6E,8Z,11Z,14Z-eicosatetraenoic acid
- (6E,8Z,11Z,14Z)-5-Oxoicosa-6,8,11,14-tetraenoic acid
- 5-ketoeicosatetraenoic acid
- 5-Oxoeicosatetraenoic acid
- 5-Kete
- 5-Oxo-eicosatetraenoic acid
- CHEMBL18028
- CHEBI:52449
- 6,8,11,14-Eicosatetraenoicacid, 5-oxo-, (6E,8Z,11Z,14Z)-
- [3H]5-oxo-ETE
- ETE-5-Oxo
- 5-Oxoicosatetraenoic acid
- [3H]-5-oxo-ETE
- 5-keto-ETE
- BSPBio_001453
- SCHEMBL139762
- BML1-D12
- GTPL3391
- GTPL3416
- MEASLHGILYBXFO-XTDASVJISA-N
- HMS1361I15
- HMS1791I15
- HMS1989I15
- HMS3402I15
- 126432-17-5
- BDBM50024458
- LMFA03060011
- 5-oxo-6,8,11,14-eicosatetraenoate
- AKOS040755743
- 5-Keto-6,8,11,14-eicosatetraenoate
- IDI1_033923
- NCGC00161269-01
- NCGC00161269-02
- NCGC00161269-03
- 5-oxo, 6t,8c,11c,14c-20:4
- 5-ketoeicosa-6,8,11,14-tetraenoic acid
- SR-01000946916
- SR-01000946916-1
- Q25323762
- 5-oxo-6(E),8(Z),11(Z),14(Z)-eicosatetraenoic acid
- 6,8,11,14-Eicosatetraenoicacid,5-oxo-,(6E,8Z,11Z,14Z)-
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
318.4 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
XLogP3-AA
Property Value
5.1
Reference
Computed by XLogP3 3.0 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Donor Count
Property Value
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Acceptor Count
Property Value
3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Rotatable Bond Count
Property Value
14
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Exact Mass
Property Value
318.21949481 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Monoisotopic Mass
Property Value
318.21949481 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Topological Polar Surface Area
Property Value
54.4 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Heavy Atom Count
Property Value
23
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
428
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
4
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Solid
Fatty Acyls [FA] -> Eicosanoids [FA03] -> Hydroxy/hydroperoxyeicosatetraenoic acids [FA0306]
Spectra ID
Instrument Type
LC-ESI-QIT
Ionization Mode
negative
Top 5 Peaks
317.141 100
273.256 4.81
299.277 3.46
203.22 2
255.271 1.65
Notes
instrument=4000Q TRAP, Applied Biosystems
Spectra ID
Instrument Type
LC-ESI-QIT
Ionization Mode
negative
Top 5 Peaks
317.14 100
273.276 5.41
299.238 4.64
203.214 2.81
255.272 2.28
Notes
instrument=4000Q TRAP, Applied Biosystems
MoNA ID
MS Category
Experimental
MS Type
LC-MS
MS Level
MS2
Precursor Type
[M-H]-
Precursor m/z
317.21221882
Instrument
4000Q TRAP, Applied Biosystems
Instrument Type
LC-ESI-QIT
Ionization
ESI
Ionization Mode
negative
Collision Energy
50 V
Top 5 Peaks
161.120 100
245.120 100
203.120 50
161.280 33.33
95.040 33.33
License
CC BY-NC-SA
MoNA ID
MS Category
Experimental
MS Type
LC-MS
MS Level
MS2
Precursor Type
[M-H]-
Precursor m/z
317.21221882000003
Instrument
4000Q TRAP, Applied Biosystems
Instrument Type
LC-ESI-QIT
Ionization
ESI
Ionization Mode
negative
Collision Energy
45 V
Top 5 Peaks
203.139 100
317.200 45.65
109.027 21.74
245.120 10.87
133.040 10.87
License
CC BY-NC-SA
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Stereo Count
Same Isotope Count
Same Parent, Connectivity Count
Same Parent, Stereo Count
Same Parent, Isotope Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
PubMed Count
Membrane
- Acetaminophen Action Pathway
- Acetylsalicylic Acid Action Pathway
- Antipyrine Action Pathway
- Antrafenine Action Pathway
- Arachidonic Acid Metabolism
- Bromfenac Action Pathway
- Carprofen Action Pathway
- Celecoxib Action Pathway
- Diclofenac Action Pathway
- Diflunisal Action Pathway
- Total 41 pathways, visit the HMDB page for details
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=MEASLHGILYBXFO-XTDASVJISA-N
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/
- Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB) and the original publication (see the HMDB citing page). We ask that users who download significant portions of the database cite the HMDB paper in any resulting publications.http://www.hmdb.ca/citingHMDB0010217_msms_435476https://hmdb.ca/metabolites/HMDB0010217#spectra
- ChEBI
- ChEMBLLICENSEAccess to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).http://www.ebi.ac.uk/Information/termsofuse.htmlChEMBL Protein Target Treehttps://www.ebi.ac.uk/chembl/g/#browse/targets
- NIST Mass Spectrometry Data CenterLICENSEData covered by the Standard Reference Data Act of 1968 as amended.https://www.nist.gov/srd/public-law5-Oxo-6E,8Z,11Z,14Z-eicosatetraenoic acidhttp://www.nist.gov/srd/nist1a.cfm
- IUPHAR/BPS Guide to PHARMACOLOGYLICENSEThe Guide to PHARMACOLOGY database is licensed under the Open Data Commons Open Database License (ODbL) https://opendatacommons.org/licenses/odbl/. Its contents are licensed under a Creative Commons Attribution-ShareAlike 4.0 International License (http://creativecommons.org/licenses/by-sa/4.0/)https://www.guidetopharmacology.org/about.jsp#license[<sup>3</sup>H]5-oxo-ETEhttps://www.guidetopharmacology.org/GRAC/LigandDisplayForward?ligandId=3416Guide to Pharmacology Target Classificationhttps://www.guidetopharmacology.org/targets.jsp
- Therapeutic Target Database (TTD)[3H]5-oxo-ETEhttps://idrblab.net/ttd/data/drug/details/D0US4S
- Japan Chemical Substance Dictionary (Nikkaji)
- KEGGLICENSEAcademic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial licensehttps://www.kegg.jp/kegg/legal.html
- LIPID MAPSLipid Classificationhttps://www.lipidmaps.org/
- MassBank of North America (MoNA)LICENSEThe content of the MoNA database is licensed under CC BY 4.0.https://mona.fiehnlab.ucdavis.edu/documentation/license
- Metabolomics Workbench
- Natural Product Activity and Species Source (NPASS)
- Wikidata5-oxo-eicosatetraenoic acidhttps://www.wikidata.org/wiki/Q25323762
- Wikipedia5-Oxo-eicosatetraenoic acidhttps://en.wikipedia.org/wiki/5-Oxo-eicosatetraenoic_acid
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.html5-oxo-eicosatetraenoic acidhttps://www.ncbi.nlm.nih.gov/mesh/2051305
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 395043443https://pubchem.ncbi.nlm.nih.gov/substance/395043443
- NCBI
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