PE(18:1(9Z)/16:0)
Basic information
- CAS
145986-63-6- Standard SMILES
CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCCCCCCCCCCC- InChIKey
DVXMEPWDARXHCX-OTMQOFQLSA-N- Molecular formula
- C39H76NO8P
- Average molar mass
- 718 g/mol
- Monoisotopic mass
- 717.53085538
Overview
1-oleoyl-2-palmitoyl-sn-glycero-3-phosphoethanolamine is a 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the 1- and 2-acyl groups are specified as oleoyl and palmitoyl respectively. It is functionally related to a hexadecanoic acid and an oleic acid. It is a tautomer of a 1-oleoyl-2-palmitoyl-sn-glycero-3-phosphoethanolamine zwitterion.
Names & identifiers
- Preferred name
- PE(18:1(9Z)/16:0)
- IUPAC
- [(2R)-3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-hexadecanoyloxypropyl] (Z)-octadec-9-enoate
- English name
- (2R)-3-(((2-Aminoethoxy)(hydroxy)phosphoryl)oxy)-2-(palmitoyloxy)propyl oleate
- Molecular formula
- C39H76NO8P
- Molecular weight
- 718
Names & synonyms
PE(18:1(9Z)/16:0)PE(18:1/16:0)RefChem:397310(2-aminoethoxy)((2R)-2-(hexadecanoyloxy)-3-((9Z)-octadec-9-enoyloxy)propoxy)phosphinic acid1-Oleoyl-2-palmitoyl-sn-glycero-3-phosphoethanolamineGPEtn(18:1/16:0)GPEtn(18:1n9/16:0)GPEtn(18:1w9/16:0)145986-63-6PE(18:1n9/16:0)PE(18:1w9/16:0)1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphoethanolamine
Show more names
18:1(n9)-16:0 PE - IsoPure9-Octadecenoic acid (9Z)-, (2R)-3-[[(2-aminoethoxy)hydroxyphosphinyl]oxy]-2-[(1-oxohexadecyl)oxy]propyl ester
(2R)-3-(((2-aminoethoxy)(hydroxy)phosphoryl)oxy)-2-(palmitoyloxy)propyl (E)-octadec-9-enoateorb3144928SCHEMBL29370129CHEBI:82839(2R)-3-(((2-Aminoethoxy)(hydroxy)phosphoryl)oxy)-2-(palmitoyloxy)propyl oleateLMGP02010099TYD-04272Phosphatidylethanolamine(18:1/16:0)
Database identifiers
- CAS
145986-63-6
Properties
Computed structural properties
- XLogP
- 10.4
- Topological polar surface area
- 134 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 40
- Heavy atoms
- 49
- Formal charge
- 0
- Complexity
- 825
Experimental & physicochemical properties
Lipids
Lipids -> Ambiguous Lipids
Lipids -> Glycerophospholipids [GP] -> Glycerophosphoethanolamines [GP02] -> Diacylglycerophosphoethanolamines [GP0201]
Physical DescriptionSolid
Collision Cross Section265.6 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Sample Type: Zebrafish; Dataset: Ambiguous Lipids]
Physicochemical properties
- Boiling point
- 741.6 · 741.6±70.0 °C(Predicted)
- Density
- 1.009 · 1.009±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- pka
- 1.17 · 1.17±0.50(Predicted)
- form
- chloroform solution
- Major Application
- lipidomicsmetabolomics
- InChIKey
- DVXMEPWDARXHCX-OTMQOFQLSA-N
- SMILES
- [H][C@@](COP([O-])(OCC[NH3+])=O)(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesEye Irrit. 2 (100%)
Safety data
- wgk
- WGK 3
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- target organs
- Central nervous system, Liver,Kidney
- Hazard statements
- H302-H315-H319-H331-H336-H351-H361d-H372-H412
- Hazard Classifications
- Acute Tox. 3 InhalationAcute Tox. 4 OralAquatic Chronic 3Carc. 2Eye Irrit. 2Repr. 2Skin Irrit. 2STOT RE 1STOT SE 3
- Precautionary statements
- P201-P273-P301+P312+P330-P302+P352-P304+P340+P311-P308+P313
Chemistry & industry
Pharmacology
Tissue LocationsAll Tissues
Cellular LocationsExtracellular
Metabolite PathwaysPhosphatidylcholine Biosynthesis PC(18:1(9Z)/16:0)
Applications
UsesGlycerophospholipids act as regulators of various enzyme activities, and can be used as biological markers to indicate pathological states.
Suppliers
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Related reactions
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Compound notes
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