Oleoyl glutamic acid

Base Information

• Chemical Name: Oleoyl glutamic acid
• CAS No.: 4627-61-6
• Molecular Formula: C23H41NO5
• Molecular Weight: 411.5753
• UNII: I0RBS4L0IJ
• DSSTox Substance ID: DTXSID101241286
• Wikidata: Q27280206
• Metabolomics Workbench ID: 4574
• ChEMBL ID: CHEMBL4226915
• Mol file: 4627-61-6.mol

Synonyms:Oleoyl glutamic acid;N-Oleoyl-l-glutamic acid;Glutamic acid, N-oleoyl-;4627-61-6;N-oleoyl glutamic acid;Glutamic acid, N-oleoyl-, l-;UNII-I0RBS4L0IJ;I0RBS4L0IJ;NSC-513733;N-(9Z-octadecenoyl)-glutamic acid;L-Glutamic acid, N-((9Z)-1-oxo-9-octadecenyl)-;L-Glutamic acid, N-(1-oxo-9-octadecenyl)-, (Z)-;L-Glutamic acid, N-((9Z)-1-oxo-9-octadecen-1-yl)-;CHEMBL4226915;L-Glutamic acid, N-[(9Z)-1-oxo-9-octadecen-1-yl]-;oleoylglutamic acid;n-oleoylglutamic acid;SCHEMBL7142870;CHEBI:136713;N-(9Z-octadecenoyl)glutamic acid;DTXSID101241286;N-[(9Z)-octadecenoyl]glutamic acid;BDBM50537026;LMFA08020088;N-(9Z-octadecenoyl)-L-glutamic acid;AKOS040753361;N-[(9Z)-octadecenoyl]-L-glutamic acid;N-[(9Z)-octadec-9-enoyl]-L-glutamic acid;N-[(9Z)-1-Oxo-9-octadecen-1-yl]-L-glutamic acid;Q27280206;(2S)-2-{[(9Z)-octadec-9-enoyl]amino}pentanedioic acid

Chemical Property of Oleoyl glutamic acid

Chemical Property:

• Vapor Pressure: 1.6E-16mmHg at 25°C
• Boiling Point: 611.4°Cat760mmHg
• Flash Point: 323.6°C
• Density: 1.035g/cm³
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 20
• Exact Mass: 411.29847341
• Heavy Atom Count: 29
• Complexity: 476

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)NC(CCC(=O)O)C(=O)O
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H](CCC(=O)O)C(=O)O

Technology Process of Oleoyl glutamic acid

There total 5 articles about Oleoyl glutamic acid 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: 85.0%

dimethyl (2S)-2-[[(Z)-octadec-9-enoyl]amino]pentanedioate (1413643-60-3) → N-oleoyl-L-glutamic acid (4627-61-6)

Guidance literature:

dimethyl (2S)-2-[[(Z)-octadec-9-enoyl]amino]pentanedioate; With lithium hydroxide; In ethanol; water; at 20 ℃; for 12h;

With hydrogenchloride; In water; pH=2;

DOI:10.1021/jo301659c

Reference yield: 65.0%

(Z)-9-octadecenoyl chloride (112-77-6) + L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → N-oleoyl-L-glutamic acid (4627-61-6)

Guidance literature:

With potassium carbonate; In water; acetone; at 0 - 20 ℃;

DOI:10.1021/acs.jmedchem.8b00029

Reference yield: 65.0%

→ N-oleoyl-L-glutamic acid (4627-61-6)

Guidance literature:

With potassium carbonate; In water; acetone; at 0 - 20 ℃;

upstream raw materials:

(Z)-9-octadecenoyl chloride

L-glutamic acid

L-glutamic dimethyl ester hydrochloride

dimethyl (2S)-2-[[(Z)-octadec-9-enoyl]amino]pentanedioate