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Glycidyl PalMitoleate, also known as Glycidyl 9-Hexadecenoate (UCM 710), is a compound that acts as a dual inhibitor of α/β-hydrolase domain 6 and fatty acid amide hydrolase. It is derived from the reaction of glycidol with palmitoleic acid, a naturally occurring monounsaturated fatty acid. This unique structure allows it to modulate the levels of N-arachidonoylethanolamine and 2-arachidonoylglycerol in neurons, which are important for various biological processes.

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  • 213738-77-3 Structure
  • Basic information

    1. Product Name: Glycidyl PalMitoleate
    2. Synonyms: Glycidyl PalMitoleate;(±)-Oxiran-2-ylmethyl (9Z)-hexadec-9-enoate;(9Z)-9-Hexadecenoic acid 2-oxiranylmethyl ester;UCM710
    3. CAS NO:213738-77-3
    4. Molecular Formula: C19H34O3
    5. Molecular Weight: 310.47146
    6. EINECS: N/A
    7. Product Categories: Aliphatics, Glycerols, Fatty Acid Derivatives & Lipids, Inhibitors, Pharmaceuticals, Intermediates & Fine Chemicals
    8. Mol File: 213738-77-3.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 402.3±28.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: colorless to light yellow/
    5. Density: 0.950±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
    9. CAS DataBase Reference: Glycidyl PalMitoleate(CAS DataBase Reference)
    10. NIST Chemistry Reference: Glycidyl PalMitoleate(213738-77-3)
    11. EPA Substance Registry System: Glycidyl PalMitoleate(213738-77-3)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 213738-77-3(Hazardous Substances Data)

213738-77-3 Usage

Uses

Used in Pharmaceutical Industry:
Glycidyl PalMitoleate is used as a therapeutic agent for its potential neuroprotective and anti-inflammatory effects. The compound's ability to inhibit α/β-hydrolase domain 6 and fatty acid amide hydrolase leads to an increase in the levels of N-arachidonoylethanolamine and 2-arachidonoylglycerol, which are known to play a role in reducing inflammation and promoting neuronal health.
Used in Neurological Applications:
Glycidyl PalMitoleate is used as a neuromodulator for its potential benefits in treating neurological disorders. The compound's action on enhancing the levels of N-arachidonoylethanolamine and 2-arachidonoylglycerol may help in alleviating symptoms associated with conditions such as anxiety, depression, and chronic pain.
Used in Cosmetic Industry:
Glycidyl PalMitoleate is used as an active ingredient in skincare products for its potential anti-aging and skin health benefits. The compound's ability to modulate the levels of N-arachidonoylethanolamine and 2-arachidonoylglycerol may contribute to improved skin hydration, reduced inflammation, and enhanced skin barrier function.
Used in Research Applications:
Glycidyl PalMitoleate is used as a research tool for studying the roles of α/β-hydrolase domain 6 and fatty acid amide hydrolase in various biological processes. The compound's dual inhibitory action allows researchers to investigate the effects of these enzymes on neuronal function and other related pathways.

Check Digit Verification of cas no

The CAS Registry Mumber 213738-77-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,1,3,7,3 and 8 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 213738-77:
(8*2)+(7*1)+(6*3)+(5*7)+(4*3)+(3*8)+(2*7)+(1*7)=133
133 % 10 = 3
So 213738-77-3 is a valid CAS Registry Number.

213738-77-3 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Sigma

  • (SML0514)  UCM710  ≥98% (HPLC)

  • 213738-77-3

  • SML0514-5MG

  • 1,041.30CNY

  • Detail
  • Sigma

  • (SML0514)  UCM710  ≥98% (HPLC)

  • 213738-77-3

  • SML0514-25MG

  • 4,201.47CNY

  • Detail

213738-77-3Downstream Products

213738-77-3Relevant articles and documents

Structure-activity relationship of a series of inhibitors of monoacylglycerol hydrolysis - Comparison with effects upon fatty acid amide hydrolase

Cisneros, José Antonio,Vandevoorde, Séverine,Ortega-Gutiérrez, Silvia,Paris, Clément,Fowler, Christopher J.,López-Rodríguez, María L.

, p. 5012 - 5023 (2008/03/12)

A series of 32 heterocyclic analogues based on the structure of 2-arachidonoylglycerol (2-AG) were synthesized and tested for their ability to inhibit monoacylglycerol lipase and fatty acid amide hydrolase activities. The designed compounds feature a hydrophobic moiety and different heterocyclic subunits that mimic the glycerol fragment. This series has allowed us to carry out the first systematic structure-activity relationship study on inhibition of 2-AG hydrolysis. The most promising compounds were oxiran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate (1) and tetrahydro-2H-pyran-2- ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate (5). They inhibited cytosolic 2-oleoylglycerol (2-OG) hydrolysis completely (IC50 values of 4.5 and 5.6 μM, respectively). They also blocked, albeit less potently, 2-OG hydrolysis in membrane fractions (IC50 values of 19 and 26 μM, respectively) and anandamide hydrolysis (IC50 values of 12 and 51 μM, respectively). These compounds will be useful in delineating the importance of the cytosolic hydrolytic activity in the regulation of 2-AG levels and, hence, its potential as a target for drug development.

Compositions containing lysophosphatidic acids which inhibit apoptosis and uses thereof

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Page/Page column 47, (2008/06/13)

The invention provides anti-apoptotic compositions lysophosphatidic acids and methods for making and using the compositions. Such compositions can also contain LPA potentiating agents, including proteins, lipid membrane structures and polymers such as polyethylene glycols. The compositions can additionally contain other pharmaceutically effective agents such as drugs, antibiotics, wound healing agents and antioxidants.

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