O9762
N-Oleoylglycine
≥98%
Synonym(s):
N-(1-Oxo-9-octadecenyl)-(Z)-glycine
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About This Item
Empirical Formula (Hill Notation):
C20H37NO3
CAS Number:
Molecular Weight:
339.51
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
Quality Level
Assay
≥98%
form
solid
lipid type
neutral glycerides
shipped in
wet ice
storage temp.
−20°C
SMILES string
CCCCCCCC/C=C\CCCCCCCC(NCC(O)=O)=O
InChI
1S/C20H37NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19(22)21-18-20(23)24/h9-10H,2-8,11-18H2,1H3,(H,21,22)(H,23,24)/b10-9-
InChI key
HPFXACZRFJDURI-KTKRTIGZSA-N
Biochem/physiol Actions
Enzymatically produced in mammals. Substrate for peptidylglycine α-amidating enzyme.
N-Oleoylglycine is equally efficient as oleamide in reducing locomotion and hypothermia.
Preparation Note
Prepare stock solutions (10 mg/mL) by dissolving the crystalline solid in an organic solvent such as ethanol, methanol, acetone, acetonitrile, or DMSO. Working dilutions may be made in aqueous buffers.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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In vivo evidence that N-oleoylglycine acts independently of its conversion to oleamide
Chaturvedi S, et al.
Prostaglandins & other lipid mediators, 81(3-4), 136-149 (2006)
Zhanru Yu et al.
Talanta, 165, 685-691 (2017-02-06)
Two-dimensional gas chromatography mass spectrometry (GCxGC-MS) is utilized to an increasing extent in biomedical metabolomics. Here, we established and adapted metabolite extraction and derivatization protocols for cell/tissue biopsy, serum and urine samples according to their individual properties. GCxGC-MS analysis revealed
Sarah Nicolai et al.
Science immunology, 5(43) (2020-01-05)
During industrialization, humans have been exposed to increasing numbers of foreign chemicals. Failure of the immune system to tolerate drugs, cosmetics, and other skin products causes allergic contact dermatitis, a T cell-mediated disease with rising prevalence. Models of αβ T
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