PE(P-16:0/20:3(8Z,11Z,14Z))
PubChem CID
52925060
Structure
Molecular Formula
Synonyms
- PE(P-16:0/20:3(8Z,11Z,14Z))
- PE(P-16:0/20:3)
- 1-(1Z-hexadecenyl)-2-(8Z,11Z,14Z-eicosatrienoyl)-glycero-3-phosphoethanolamine
- 1-(1Z-hexadecenyl)-2-(8Z,11Z,14Z-icosatrienoyl)-sn-glycero-3-phosphoethanolamine
- CHEBI:90474
Molecular Weight
726.0 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
- Create:2011-06-09
- Modify:2025-01-11
Description
1-(1Z-hexadecenyl)-2-(8Z,11Z,14Z-icosatrienoyl)-sn-glycero-3-phosphoethanolamine is a 1-(alk-1-enyl)-2-acyl-sn-glycero-3-phosphoethanolamine in which the alkyl and the acyl groups at positions 1 and 2 are specified as (1Z)-hexadecenyl and (8Z,11Z,14Z)-icosatrienoyl respectively. It has a role as a mouse metabolite. It is functionally related to an all-cis-icosa-8,11,14-trienoic acid.
Chemical Structure Depiction
Conformer generation is disallowed since too flexible
[(2R)-1-[2-aminoethoxy(hydroxy)phosphoryl]oxy-3-[(Z)-hexadec-1-enoxy]propan-2-yl] (8Z,11Z,14Z)-icosa-8,11,14-trienoate
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)
InChI=1S/C41H76NO7P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-41(43)49-40(39-48-50(44,45)47-37-35-42)38-46-36-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h11,13,17,19,21-22,33,36,40H,3-10,12,14-16,18,20,23-32,34-35,37-39,42H2,1-2H3,(H,44,45)/b13-11-,19-17-,22-21-,36-33-/t40-/m1/s1
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
OFLIDIBZDKQXPD-UKFMZXQISA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCC/C=C\C/C=C\C/C=C\CCCCC
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C41H76NO7P
Computed by PubChem 2.1 (PubChem release 2019.06.18)
- PE(P-16:0/20:3(8Z,11Z,14Z))
- PE(P-16:0/20:3)
- 1-(1Z-hexadecenyl)-2-(8Z,11Z,14Z-eicosatrienoyl)-glycero-3-phosphoethanolamine
- 1-(1Z-hexadecenyl)-2-(8Z,11Z,14Z-icosatrienoyl)-sn-glycero-3-phosphoethanolamine
- CHEBI:90474
- LMGP02030027
- phosphoethanolamine (P-16:0/20:3)
- PE(o16:1/20:3)
- PE(o18:3/18:1)
- Q27162562
- 1-(1-enyl-palmitoyl)-2-homo-g-linolenoyl-sn-glycero-3-phosphoethanolamine
- 1-(1-enyl-palmitoyl)-2-homo-gamma-linolenoyl-sn-glycero-3-phosphoethanolamine
- (15Z,19R)-25-amino-22-hydroxy-22-oxo-17,21,23-trioxa-22lambda(5)-phosphapentacos-15-en-19-yl (8Z,11Z,14Z)-icosa-8,11,14-trienoate
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
726.0 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
10.7
Reference
Computed by XLogP3 3.0 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Donor Count
Property Value
2
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Acceptor Count
Property Value
8
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Rotatable Bond Count
Property Value
39
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Exact Mass
Property Value
725.53594076 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
725.53594076 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
117 Ų
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Heavy Atom Count
Property Value
50
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
905
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
1
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 2011.04.04)
Solid
268.6 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Sample Type: Human bronchoalveolar lavage fluid (BALF); Dataset: Unambiguous Lipids]
263.76 Ų [M-H]- [CCS Type: TIMS; Method: single field calibrated]
262.97 Ų [M-H]- [CCS Type: TIMS; Method: single field calibrated]
Lipids -> Unambiguous Lipids
Lipids -> Glycerophospholipids [GP] -> Glycerophosphoethanolamines [GP02] -> 1-(1Z-alkenyl),2-acylglycerophosphoethanolamines [GP0203]
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 Parent, Connectivity Count
Similar Compounds (2D)
Similar Conformers (3D)
Same Count
- All Tissues
- Brain
- Extracellular
- Membrane
- Baker Lab, Chemistry Department, The University of North Carolina at Chapel HillPE(P-16:0/20:3)CCS Classification - Baker Labhttps://tarheels.live/bakerlab/
- CCSbaseCCSbase Classificationhttps://ccsbase.net/
- LIPID MAPSLipid Classificationhttps://www.lipidmaps.org/
- ChEBI1-(1Z-hexadecenyl)-2-(8Z,11Z,14Z-icosatrienoyl)-sn-glycero-3-phosphoethanolaminehttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:90474
- 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/citingPE(P-16:0/20:3(8Z,11Z,14Z))http://www.hmdb.ca/metabolites/HMDB0011351
- Metabolomics WorkbenchPE(P-16:0/20:3(8Z,11Z,14Z))https://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=16292
- Natural Product Activity and Species Source (NPASS)
- Wikidata1-(1Z-hexadecenyl)-2-(8Z,11Z,14Z-icosatrienoyl)-sn-glycero-3-phosphoethanolaminehttps://www.wikidata.org/wiki/Q27162562
- PubChem
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
CONTENTS