Basic information
- CAS
206059-97-4- Standard SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCC)COP(=O)(O)OCCN- InChIKey
WVGALBKSWOUIEZ-XNHMFJFDSA-N- Molecular formula
- C43H74NO7P
- Average molar mass
- 748 g/mol
- Monoisotopic mass
- 747.5202907
Overview
1-(1Z-hexadecenyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-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 (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl respectively. It has a role as a mouse metabolite. It is functionally related to an all-cis-docosa-4,7,10,13,16,19-hexaenoic acid. It is a tautomer of a 1-(1Z-hexadecenyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoethanolamine zwitterion.
Names & identifiers
- Preferred name
- PE(P-16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
- IUPAC
- [(2R)-1-[2-aminoethoxy(hydroxy)phosphoryl]oxy-3-[(Z)-hexadec-1-enoxy]propan-2-yl] (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate
Names & synonyms
GPEtn(16:0p/22:6(4Z,7Z,10Z,13Z,16Z,19Z))PE(P-16:0/22:6)PE(P-16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))1-O-(1Z-hexadecenyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoethanolamineRefChem:1048575[(2R)-1-[2-aminoethoxy(hydroxy)phosphoryl]oxy-3-[(Z)-hexadec-1-enoxy]propan-2-yl] (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoatePE(p38:6)1-(1Z-hexadecenyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoethanolamineLMGP02030001SCHEMBL29361055CHEBI:90479PE(o16:1/22:6)
Show more names
PE(o18:3/20:4)Q27162566PE P-16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)PE(dm16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))1-(1-enyl-palmitoyl)-2-docosahexaenoyl-sn-glycero-3-phosphoethanolamine(15Z,19R)-25-amino-22-hydroxy-22-oxo-17,21,23-trioxa-22lambda(5)-phosphapentacos-15-en-19-yl (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate(2-aminoethoxy)[2-[docosa-4.7.10.13.16.19-hexaenoyloxy]-3-[hexadec-1-en-1-yloxy]propoxy]phosphinic acidGPEtn(16:0p/22:6(4Z,7Z,10Z,13Z,16Z,19Z)); PE(P-16:0/22:6); PE(P-38:6); PE(P-16:0/22:6)
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 9.9
- Topological polar surface area
- 117 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 38
- Heavy atoms
- 52
- Formal charge
- 0
- Complexity
- 1,060
Experimental & physicochemical properties
Lipids
Lipids -> Unambiguous Lipids
Lipids -> Glycerophospholipids [GP] -> Glycerophosphoethanolamines [GP02] -> 1-(1Z-alkenyl),2-acylglycerophosphoethanolamines [GP0203]
Physical DescriptionSolid
Collision Cross Section
272.4 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Sample Type: Human bronchoalveolar lavage fluid (BALF); Dataset: Unambiguous Lipids]
278 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
276.9 Ų [M+H]+ [CCS Type: TW; Method: calibrated with phosphatidylcholines (ESI+) and phosphatidylethanolamines (ESI-)]
265.52 Ų [M-H]- [CCS Type: TIMS; Method: single field calibrated]
278.6 Ų [M-H]- [CCS Type: TIMS; Method: calibrated with 4 ions from ESI LC/MS tuning mix (Agilent)]
Chemistry & industry
Pharmacology
Tissue LocationsAll Tissues
Cellular LocationsExtracellular
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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