Cas no 2442-61-7 (1,2-Dioleoyl-rac-glycerol (10 mg/mL in Methyl Acetate))

1,2-Dioleoyl-rac-glycerol (10 mg/mL in Methyl Acetate) is a high-purity synthetic glyceride widely used in lipid research and pharmaceutical applications. This compound serves as a key intermediate in the synthesis of phospholipids and triglycerides, offering consistent quality and solubility due to its standardized concentration in methyl acetate. Its well-defined structure, featuring oleoyl chains at the sn-1 and sn-2 positions, makes it valuable for studying lipid metabolism, membrane dynamics, and enzyme specificity. The solution format ensures convenient handling and precise dispensing for experimental workflows. Suitable for use in biochemistry and formulation studies, it provides researchers with a reliable tool for controlled investigations in lipid-based systems.
1,2-Dioleoyl-rac-glycerol (10 mg/mL in Methyl Acetate) structure
2442-61-7 structure
Product Name:1,2-Dioleoyl-rac-glycerol (10 mg/mL in Methyl Acetate)
CAS No:2442-61-7
MF:C39H72O5
MW:620.985993385315
MDL:MFCD00043031
CID:268927
PubChem ID:5497164
Update Time:2025-10-16

1,2-Dioleoyl-rac-glycerol (10 mg/mL in Methyl Acetate) Chemical and Physical Properties

Names and Identifiers

    • 9-Octadecenoic acid(9Z)-, 1,1'-[1-(hydroxymethyl)-1,2-ethanediyl] ester
    • 1,2-Dioleoyl-rac-glycerol
    • (±)-1,2-Diolein
    • (9Z)-9-Octadecenoic acid
    • [3-hydroxy-2-[(Z)-octadec-9-enoyl]oxypropyl] (Z)-octadec-9-enoate
    • 1,2-Di(cis-9-octadecenoyl)-rac-glycerol
    • 1,2-Diolein
    • 1,2-dioleoyl glycerol ester
    • 1,2-Dioleoylglycerol
    • 3-hydroxy-1,2-propanediyl dioleate
    • cis-1,2-dioleoyl-rac-glycerol
    • DIOLEOYL-RAC-GLYCEROL
    • glycerol dioleate
    • rac-1,2-Dioleoylglycerol
    • rac-Glycerol 1,2-dioleate
    • 1,2-Dioleoyl-rac-glycerol, >=97%
    • 1,2-Dioleoyl-DL-glycerol
    • DTXSID00892088
    • 1,2-di-(9Z-octadecenoyl)-glycerol
    • NCGC00161333-02
    • Olein, 1,2-di- (6CI,7CI,8CI)
    • (Z)-3-Hydroxypropane-1,2-diyldioleate
    • HMS1791A15
    • olein, 1,2-di-
    • 1,2-Dioleoyl-rac-glycerol (10 mg/mL in Methyl Acetate)
    • 2442-61-7
    • 1,2-Dioleoyl-rac-glycerol, tech.
    • SCHEMBL317476
    • NCGC00161333-03
    • HMS3402A15
    • AKOS027378578
    • CS-0255611
    • DG 18:1_18:1
    • 9-Octadecenoic acid(9Z)-,1,1'-[1-(hydroxymethyl)-1,2-ethanediyl]ester
    • MFCD00043031
    • IDI1_033763
    • (9Z)-9-Octadecenoic acid 1,1'-[1-(hydroxymethyl)-1,2-ethanediyl] ester
    • (+/-)-1,2-Diolein
    • NCGC00161333-01
    • CHEBI:52323
    • ADK3G923Z3
    • 9-octadecenoic acid, 1-(hydroxymethyl)-1,2-ethanediyl ester, (9Z,9'Z)-
    • diolein (C18:1,(cis)-9)
    • Q27123375
    • UNII-ADK3G923Z3
    • HMS1361A15
    • Diolein(c18:1,(cis)-9)
    • Glyceryl 1,2-dioleate
    • Glycerol 1,2-dioleate
    • 1,2-DIOLEOYL-GLYCEROL (18:1)
    • BSPBio_001293
    • BML2-F07
    • HMS1989A15
    • 9-Octadecenoic acid (Z)-, 1-(hydroxymethyl)-1,2-ethanediyl ester
    • CAA44261
    • 9-octadecenoic acid (9Z)-, 1-(hydroxymethyl)-1,2-ethanediyl ester
    • HY-115767
    • 1,2-glyceryl dioleate
    • 3-hydroxypropane-1,2-diyl (9Z)bis-octadec-9-enoate
    • J-015521
    • ( inverted exclamation markA)-1,2-Diolein
    • (??)-1,2-Diolein
    • (+)-1,2-Dioleoylglycerol(18:1)
    • F71300
    • PD020254
    • 9-Octadecenoic acid (9Z)-, 1-(hydroxymethyl)-1,2-ethanediyl ester (9CI)
    • (Z)-3-Hydroxypropane-1,2-diyl dioleate
    • 9-octadecenoic acid (9Z)-, 1,1'-(1-(hydroxymethyl)-1,2-ethanediyl) ester
    • (+/-)-1,2-Dioleoylglycerol
    • AFSHUZFNMVJNKX-CLFAGFIQSA-N
    • 1,2-Di-9(Z)-Octadecenoin; 1,2-Dioleate-Glycerol; [1-hydroxy-3-[(E)-octadec-9-enoyl]oxypropan-2-yl] (E)-octadec-9-enoate; [1-(hydroxymethyl)-2-[(E)-octadec-9-enoyl]oxy-ethyl] (E)-octadec-9-enoate
    • DA-68989
    • MDL: MFCD00043031
    • Inchi: 1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17-,20-18-
    • InChI Key: AFSHUZFNMVJNKX-CLFAGFIQSA-N
    • SMILES: O(C(CO)COC(CCCCCCC/C=C\CCCCCCCC)=O)C(CCCCCCC/C=C\CCCCCCCC)=O

Computed Properties

  • Exact Mass: 620.53800
  • Monoisotopic Mass: 620.53797539g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 44
  • Rotatable Bond Count: 36
  • Complexity: 671
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 2
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 14.3
  • Topological Polar Surface Area: 72.8?2

Experimental Properties

  • Flash Point: 17?°C
  • PSA: 72.83000
  • LogP: 11.50870

1,2-Dioleoyl-rac-glycerol (10 mg/mL in Methyl Acetate) Security Information

  • Hazardous Material transportation number:UN 1282 3
  • WGK Germany:3
  • Hazard Category Code: 11-20/21/22
  • Safety Instruction: 36/37
  • FLUKA BRAND F CODES:10
  • Hazardous Material Identification: Xn F
  • Safety Term:36/37
  • Risk Phrases:R11

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1,2-Dioleoyl-rac-glycerol (10 mg/mL in Methyl Acetate) Production Method

Additional information on 1,2-Dioleoyl-rac-glycerol (10 mg/mL in Methyl Acetate)

Comprehensive Overview of 1,2-Dioleoyl-rac-glycerol (CAS No. 2442-61-7) in Methyl Acetate Solution

1,2-Dioleoyl-rac-glycerol (CAS No. 2442-61-7), a lipid derivative, has garnered significant attention in biochemical and pharmaceutical research due to its versatile applications. This compound, supplied as a 10 mg/mL solution in Methyl Acetate, is widely utilized in lipidomics, drug delivery systems, and membrane studies. Its unique structure, featuring two oleoyl chains, enables interactions with cellular membranes, making it a valuable tool for studying lipid-protein interactions and signaling pathways.

Researchers frequently inquire about the stability of 1,2-Dioleoyl-rac-glycerol in Methyl Acetate, a critical factor for experimental reproducibility. Studies confirm that the solution remains stable under recommended storage conditions (-20°C), with no significant degradation observed over six months. The choice of Methyl Acetate as a solvent is strategic, offering optimal solubility while minimizing interference in analytical techniques like LC-MS (Liquid Chromatography-Mass Spectrometry), a trending topic in lipid analysis workflows.

The role of 1,2-Dioleoyl-rac-glycerol in lipid nanoparticle (LNP) formulation aligns with current interests in mRNA vaccine technology. While not directly used in vaccines, its structural analogs contribute to understanding LNP behavior—a hot topic since the COVID-19 pandemic. This connection makes the compound relevant for researchers exploring next-generation delivery systems, addressing common search queries like "lipid carriers for nucleic acid delivery" or "improving LNP stability".

From a technical perspective, the rac- (racemic) designation indicates an equal mixture of stereoisomers, which is often preferred for certain applications where chirality isn't critical. This contrasts with enantiopure forms that dominate pharmaceutical synthesis discussions—another area of frequent searches. The 10 mg/mL concentration strikes a balance between handling convenience and minimizing solvent exposure, addressing laboratory safety concerns without compromising experimental flexibility.

Analytical challenges surrounding 1,2-Dioleoyl-rac-glycerol quantification frequently appear in scientific forums. Advanced techniques like NMR spectroscopy and HPLC-ELSD (Evaporative Light Scattering Detection) are commonly employed, reflecting the compound's importance in method development studies. These keywords ("HPLC analysis of diglycerides", "NMR lipid characterization") consistently rank high in academic search databases, underscoring the compound's relevance in analytical chemistry.

Emerging applications in cosmetic science have expanded interest in this compound. Its amphiphilic properties make it a candidate for skin barrier repair formulations—a trending topic in dermatological research. This aligns with growing consumer searches for "bioactive lipid ingredients" and "non-irritating emulsifiers", though direct cosmetic use requires further formulation studies.

In metabolic research, 1,2-Dioleoyl-rac-glycerol serves as a model compound for investigating diglyceride metabolism, particularly in studies of insulin resistance and lipid storage disorders. These connections to metabolic syndrome research—a global health priority—enhance its scientific visibility. Recent publications correlate diglyceride accumulation with cellular signaling anomalies, making this compound valuable for mechanistic studies.

The supply chain aspects of specialized lipids like this have gained attention post-pandemic. Users often search for "reliable lipid suppliers" or "alternative solvents for lipid storage". The Methyl Acetate formulation offers advantages here, being less regulated than chloroform-based alternatives while maintaining good lipid solubility—a practical consideration for international shipping and compliance.

Quality control parameters for 1,2-Dioleoyl-rac-glycerol solutions frequently appear in technical discussions. Batch-to-batch consistency in fatty acid composition (typically ≥98% oleic acid) and peroxide value monitoring are critical, reflecting industry standards for lipid reagents. These specifications address common purchaser concerns about "lipid purity standards" and "preventing lipid oxidation" during storage.

Future research directions may explore enzyme-catalyzed modifications of this compound, particularly for creating structured lipids—a growing niche in nutritional science. The compound's well-defined structure makes it an ideal substrate for investigating lipase specificity, connecting to searches about "enzymatic lipid engineering". Such applications could bridge gaps between biochemical research and industrial biotechnology.

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