1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine

Base Information

Chemical Name:1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine
CAS No.:89576-29-4
Molecular Formula:C23H45NO7P-
Molecular Weight:479.595
Hs Code.:
Nikkaji Number:J1.236.468G
Wikidata:Q27145156
Metabolomics Workbench ID:16377
ChEMBL ID:CHEMBL3262734
Mol file:89576-29-4.mol

Synonyms:89576-29-4;1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine;PE(18:1(9Z)/0:0);1-Oleoyl-sn-glycero-3-phosphoethanolamine;LPE(18:1/0:0);LysoPE(18:1/0:0);Lyso-PE(18:1/0:0);PE(18:1/0:0);LysoPE(18:1(9Z)/0:0);Lysophosphatidylethanolamine(18:1/0:0);[(2R)-3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-hydroxypropyl] (Z)-octadec-9-enoate;1-Oleoyl-2-hydroxy-sn-glycero-3-phosphatidylethanolamine;CHEBI:74971;9-Octadecenoic acid (Z)-, 3-[[(2-aminoethoxy)hydroxyphosphinyl]oxy]-2-hydroxypropyl ester, (R)-;1-18:1-lysophosphatidylethanolamine;9-Octadecenoic acid (9Z)-, (2R)-3-[[(2-aminoethoxy)hydroxyphosphinyl]oxy]-2-hydroxypropyl ester;O-LysoPE;SCHEMBL274999;CHEMBL3262734;LPE(18:1omega9/0:0);LysoPE(18:1omega9/0:0);CHEBI:75168;LysoPE(18:1n9/0:0);LysoPE(18:1w9/0:0);Lyso-PE(18:1omega9/0:0);Lyso-PE(18:1n9/0:0);Lyso-PE(18:1w9/0:0);LMGP02050004;AKOS037647728;LPE(18:1n9/0:0);LPE(18:1w9/0:0);9-Octadecenoic acid (9Z)-,3-[[(2-aminoethoxy)hydroxyphosphinyl]oxy]-2-hydroxypropyl ester, (R)-;AS-74594;Lysophosphatidylethanolamine(18:1n9/0:0);Lysophosphatidylethanolamine(18:1w9/0:0);Lysophosphatidylethanolamine(18:1omega9/0:0);1-C18:1(omega-9)-lysophosphatidylethanolamine;O-(1-O-Oleoyl-L-glycero-3-phospho)-2-aminoethanol;1-(9Z)-octadecenoyl-sn-glycero-3-phosphoethanolamine;Q27145156;(2R)-3-[(2-azaniumylethyl phosphonato)oxy]-2-hydroxypropyl (9Z)-octadec-9-enoate;(2R)-3-{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-2-hydroxypropyl (9Z)-octadec-9-enoate

Suppliers and Price of 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Cayman Chemical
1-Oleoyl-2-hydroxy-sn-glycero-3-PE ≥95%
50mg
$ 254.00

Cayman Chemical
1-Oleoyl-2-hydroxy-sn-glycero-3-PE ≥95%
25mg
$ 169.00

Cayman Chemical
1-Oleoyl-2-hydroxy-sn-glycero-3-PE ≥95%
10mg
$ 77.00

Cayman Chemical
1-Oleoyl-2-hydroxy-sn-glycero-3-PE ≥95%
5mg
$ 43.00

Total 10 raw suppliers

Chemical Property of 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine

Chemical Property:

Boiling Point:597.4±60.0 °C(Predicted)
PKA:1.14±0.50(Predicted)
PSA：138.12000
Density:1.086±0.06 g/cm3(Predicted)
LogP:5.72060
XLogP3:2.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:24
Exact Mass:479.30118980
Heavy Atom Count:32
Complexity:517

Purity/Quality:

99% ^*data from raw suppliers

1-Oleoyl-2-hydroxy-sn-glycero-3-PE ≥95% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Chemical Classes:Lipids -> Unambiguous Lipids
Canonical SMILES:CCCCCCCCC=CCCCCCCCC(=O)OCC(COP(=O)(O)OCCN)O
Isomeric SMILES:CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)O
Uses 1-Oleoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine is used as a biomarker of multiple myeloma development and progression.

Technology Process of 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine

There total 7 articles about 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 54.0%

: 1609563-03-2
2-O-tert-butyldimethylsilanyl-1-O-cis-octadec-9-enoyl-sn-glycerol

: 113019-11-7
2-(((4-methoxyphenyl)diphenylmethyl)amino)ethanol

: 89576-29-4
1-O-cis-octadec-9-enoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine

Guidance literature:: 2-O-tert-butyldimethylsilanyl-1-O-cis-octadec-9-enoyl-sn-glycerol; With pyridine; triethylamine; trichlorophosphate; In dichloromethane; at 0 ℃; for 1h;

2-(((4-methoxyphenyl)diphenylmethyl)amino)ethanol; In dichloromethane; for 1h; Further stages;
DOI:10.1016/j.bmc.2014.04.012

Reference yield:

: γ-Oleyl-β-stearyl-L-α-(2-phthalimidoethyl)-phosphoryl-glycerin

: 89576-29-4
1-O-cis-octadec-9-enoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine

Guidance literature:: Multi-step reaction with 2 steps

1: N₂H₄*H₂O / ethanol / Heating

2: (enzymatic hydrolysis)

With hydrazine hydrate; In ethanol;

Reference yield:

: 150447-02-2
(S)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl (Z)-9-octadecenoate

: 89576-29-4
1-O-cis-octadec-9-enoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic acid; water / 50 °C

2.1: 1H-imidazole; dmap / N,N-dimethyl-formamide; tetrahydrofuran

3.1: pyridine; pyridine hydrogenfluoride / tetrahydrofuran / 1 h / 0 - 20 °C

4.1: triethylamine; trichlorophosphate; pyridine / dichloromethane / 1 h / 0 °C

4.2: 1 h

With pyridine; 1H-imidazole; dmap; water; pyridine hydrogenfluoride; acetic acid; triethylamine; trichlorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2014.04.012