PE(16:1(9Z)/16:1(9Z))
Basic information
- CAS
61599-23-3- Standard SMILES
CCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCCC/C=C\CCCCCC- InChIKey
PGPMCWZMPPZJML-NAFNZUQFSA-N- Molecular formula
- C37H70NO8P
- Average molar mass
- 687.9 g/mol
- Monoisotopic mass
- 687.48390519
Overview
1,2-di-[(9Z)-hexadecenoyl]-sn-glycero-3-phosphoethanolamine is a 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which both acyl substituents are specified as (9Z)-hexadecenoyl (palmitoleoyl). It is functionally related to a palmitoleic acid. It is a tautomer of a 1,2-di-[(9Z)-hexadecenoyl]-sn-glycero-3-phosphoethanolamine zwitterion.
Names & identifiers
- Preferred name
- PE(16:1(9Z)/16:1(9Z))
- IUPAC
- [(2R)-3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-[(Z)-hexadec-9-enoyl]oxypropyl] (Z)-hexadec-9-enoate
- English name
- 1,2-Dipalmitoleoyl-sn-glycero-3-phosphoethanolamine
- Molecular formula
- C37H70NO8P
- Molecular weight
- 687.93
Names & synonyms
PE(16:1(9Z)/16:1(9Z))RefChem:1048545(2-aminoethoxy)((2R)-2,3-bis((9Z)-hexadec-9-enoyloxy)propoxy)phosphinic acid1,2-dipalmitoleoyl-sn-glycero-3-phosphoethanolamine61599-23-3PE(16:1/16:1)1,2-di-(9Z-hexadecenoyl)-sn-glycero-3-phosphoethanolamine[(2R)-3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-[(Z)-hexadec-9-enoyl]oxypropyl] (Z)-hexadec-9-enoate9-Hexadecenoic acid, 1,1'-[(1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl] ester, (9Z,9'Z)-SCHEMBL232749orb2944812CHEBI:137122
Show more names
16:1 PE16:1 PE
CHEBI:138792DTXSID101370823GPEtn(16:1/16:1)GPEtn(16:1n7/16:1n7)GPEtn(16:1w7/16:1w7)LMGP02010108Phophatidylethanolamine(16:1/16:1)PE(16:1n7/16:1n7)
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 8.4
- Topological polar surface area
- 134 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 37
- Heavy atoms
- 47
- Formal charge
- 0
- Complexity
- 835
Experimental & physicochemical properties
LipidsLipids -> Glycerophospholipids [GP] -> Glycerophosphoethanolamines [GP02] -> Diacylglycerophosphoethanolamines [GP0201]
Physical DescriptionSolid
Collision Cross Section289.5 Ų [M-H]-
Physicochemical properties
- Boiling point
- 722.713 · 722.713±70.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.024 · 1.024±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- storage temp.
- -20 °C · -20°C
- form
- powder
- pka
- 1.102 · 1.102±0.50(predicted)
- InChIKey
- PGPMCWZMPPZJML-NAFNZUQFSA-N
- SMILES
- [H][C@@](COP([O-])(OCC[NH3+])=O)(OC(CCCCCCC/C=C\CCCCCC)=O)COC(CCCCCCC/C=C\CCCCCC)=O
- UNSPSC Code
- 51191904 · 51191904
- NACRES
- 25 · NA.25
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H331-H336-H351-H361d-H372-H412
- 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(16:1(9Z)/16:1(9Z))
Applications
Uses1,2-Dipalmitoleoyl-sn-glycero-3-phosphorylethanolamine is used for delivering taxane-based drugs.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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