Cas no 3296-43-3 (6-Octadecenoic acid,1,1',1''-(1,2,3-propanetriyl) ester, (6Z,6'Z,6''Z)-)

6-Octadecenoic acid, 1,1',1''-(1,2,3-propanetriyl) ester, (6Z,6'Z,6''Z)- is a triglyceride derivative featuring three cis-6-octadecenoic acid (petroselinic acid) moieties esterified to a glycerol backbone. This structured lipid is notable for its unique unsaturated fatty acid composition, which imparts distinct physicochemical properties, including enhanced fluidity and oxidative stability compared to saturated analogs. Its molecular configuration makes it suitable for applications in specialty lubricants, surfactants, and bio-based polymers. The (6Z,6'Z,6''Z)-isomer specificity ensures consistent performance in formulations requiring precise melting behavior and solubility characteristics. This compound is also of interest in biochemical research for studying lipid metabolism and enzyme specificity.
6-Octadecenoic acid,1,1',1''-(1,2,3-propanetriyl) ester, (6Z,6'Z,6''Z)- structure
3296-43-3 structure
Product Name:6-Octadecenoic acid,1,1',1''-(1,2,3-propanetriyl) ester, (6Z,6'Z,6''Z)-
CAS No:3296-43-3
MF:C57H104O6
MW:885.432079315186
CID:308258
PubChem ID:5463129
Update Time:2025-05-20

6-Octadecenoic acid,1,1',1''-(1,2,3-propanetriyl) ester, (6Z,6'Z,6''Z)- Chemical and Physical Properties

Names and Identifiers

    • 6-Octadecenoic acid,1,1',1''-(1,2,3-propanetriyl) ester, (6Z,6'Z,6''Z)-
    • 1,2,3-TRI[CIS-6-OCTADECENOYL]GLYCEROL
    • Petroselinin
    • glyceryl tripetroselinate
    • TRIPETROSELININ
    • 3296-43-3
    • 6-OCTADECENOIC ACID, 1,2,3-PROPANETRIYL ESTER, (6Z,6'Z,6''Z)-
    • UNII-6078N10P1Z
    • DTXSID501316996
    • PD126718
    • 2,3-bis[[(Z)-octadec-6-enoyl]oxy]propyl (Z)-octadec-6-enoate
    • 6-OCTADECENOIC ACID, 1,1',1''-(1,2,3-PROPANETRIYL) ESTER, (6Z,6'Z,6''Z)-
    • 6-Octadecenoic acid, 1,2,3-propanetriyl ester, (Z,Z,Z)-
    • Q27263183
    • TRIPETROSELIN
    • 6078N10P1Z
    • SCHEMBL12919817
    • PETROSELINIC ACID TRIGLYCERIDE
    • glycerol tri-cis-6-octadecenoate
    • PETROSELINIC ACID GLYCERYL TRIESTER [MI]
    • Glycerol cis-6-octadecenoate
    • 6-OCTADECENOIN, TRI-, (Z,Z,Z)-
    • SEMJUQWPYRYUOY-ISKMNAODSA-N
    • PETROSELINIC ACID GLYCERYL TRIESTER
    • Propane-1,2,3-triyl (6Z,6'Z,6''Z)-tris(octadec-6-enoate)
    • Inchi: 1S/C57H104O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h34-39,54H,4-33,40-53H2,1-3H3/b37-34-,38-35-,39-36-
    • InChI Key: SEMJUQWPYRYUOY-ISKMNAODSA-N
    • SMILES: O(C(CCCC/C=C\CCCCCCCCCCC)=O)C(COC(CCCC/C=C\CCCCCCCCCCC)=O)COC(CCCC/C=C\CCCCCCCCCCC)=O

Computed Properties

  • Exact Mass: 884.78300
  • Monoisotopic Mass: 884.783291
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 63
  • Rotatable Bond Count: 53
  • Complexity: 1010
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 3
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 78.9
  • XLogP3: 22.4

Experimental Properties

  • Density: 0.921
  • Boiling Point: 818.7°Cat760mmHg
  • Flash Point: 302.6°C
  • Refractive Index: 1.477
  • PSA: 78.90000
  • LogP: 18.09710

6-Octadecenoic acid,1,1',1''-(1,2,3-propanetriyl) ester, (6Z,6'Z,6''Z)- Security Information

  • WGK Germany:3
  • Storage Condition:?20°C

6-Octadecenoic acid,1,1',1''-(1,2,3-propanetriyl) ester, (6Z,6'Z,6''Z)- Customs Data

  • HS CODE:2916190090
  • Customs Data:

    China Customs Code:

    2916190090

    Overview:

    2916190090 Other unsaturated acyclic monocarboxylic acids(Including its anhydride\Acyl halide,Peroxides and peroxyacids and their derivatives).Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods).VAT:17.0%.Tax refund rate:9.0%.MFN tariff:6.5%.general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Acrylic acid\Acrylates or esters shall be packaged clearly

    Regulatory conditions:

    A.Customs clearance form for Inbound Goods
    B.Customs clearance form for outbound goods

    Inspection and quarantine category:

    R.Sanitary supervision and inspection of imported food
    S.Sanitary supervision and inspection of exported food
    M.Import commodity inspection
    N.Export commodity inspection

    Summary:

    2916190090 unsaturated acyclic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives.supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward).VAT:17.0%.tax rebate rate:9.0%.MFN tariff:6.5%.general tariff:30.0%

6-Octadecenoic acid,1,1',1''-(1,2,3-propanetriyl) ester, (6Z,6'Z,6''Z)- Pricemore >>

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6-Octadecenoic acid,1,1',1''-(1,2,3-propanetriyl) ester, (6Z,6'Z,6''Z)- Related Literature

Additional information on 6-Octadecenoic acid,1,1',1''-(1,2,3-propanetriyl) ester, (6Z,6'Z,6''Z)-

Recent Advances in the Study of 6-Octadecenoic Acid,1,1',1''-(1,2,3-Propanetriyl) Ester, (6Z,6'Z,6''Z)- (CAS: 3296-43-3)

In recent years, the compound 6-Octadecenoic acid,1,1',1''-(1,2,3-propanetriyl) ester, (6Z,6'Z,6''Z)- (CAS: 3296-43-3) has garnered significant attention in the field of chemical biology and pharmaceutical research. This triglyceride derivative, characterized by its unique unsaturated fatty acid chains, has shown promising potential in various biomedical applications, including drug delivery systems, lipid metabolism modulation, and anti-inflammatory therapies. The following sections provide a comprehensive overview of the latest research findings related to this compound, highlighting its chemical properties, biological activities, and potential therapeutic applications.

The chemical structure of 6-Octadecenoic acid,1,1',1''-(1,2,3-propanetriyl) ester, (6Z,6'Z,6''Z)- features three (6Z)-octadecenoic acid moieties esterified to a glycerol backbone. This configuration imparts distinct physicochemical properties, such as enhanced solubility in lipid-based matrices and improved stability under physiological conditions. Recent studies have focused on optimizing the synthesis of this compound to achieve higher yields and purity, which are critical for its application in pharmaceutical formulations. Advanced chromatographic techniques, including HPLC and GC-MS, have been employed to characterize and quantify the compound in complex biological matrices.

One of the most notable findings in recent research is the compound's role in modulating lipid metabolism. In vitro and in vivo studies have demonstrated that 6-Octadecenoic acid,1,1',1''-(1,2,3-propanetriyl) ester, (6Z,6'Z,6''Z)- can influence the activity of key enzymes involved in fatty acid oxidation and synthesis. For instance, it has been shown to upregulate peroxisome proliferator-activated receptors (PPARs), which play a pivotal role in lipid homeostasis. These findings suggest potential applications in the treatment of metabolic disorders such as obesity and type 2 diabetes.

Additionally, the anti-inflammatory properties of this compound have been extensively investigated. Research indicates that it can inhibit the production of pro-inflammatory cytokines, such as TNF-α and IL-6, by suppressing the NF-κB signaling pathway. This mechanism underscores its potential as a therapeutic agent for chronic inflammatory diseases, including rheumatoid arthritis and inflammatory bowel disease. Furthermore, its biocompatibility and low toxicity profile make it an attractive candidate for long-term therapeutic use.

In the realm of drug delivery, 6-Octadecenoic acid,1,1',1''-(1,2,3-propanetriyl) ester, (6Z,6'Z,6''Z)- has been explored as a carrier for hydrophobic drugs. Its ability to form stable micelles and liposomes enhances the solubility and bioavailability of poorly water-soluble drugs. Recent studies have successfully encapsulated chemotherapeutic agents within these lipid-based carriers, demonstrating improved tumor targeting and reduced systemic toxicity in preclinical models. These advancements hold significant promise for the development of next-generation nanomedicines.

Despite these promising findings, challenges remain in the clinical translation of this compound. Issues such as scalability of synthesis, long-term stability, and precise mechanism of action require further investigation. Ongoing research aims to address these gaps through multidisciplinary approaches, combining chemical synthesis, molecular biology, and pharmacokinetic studies. Collaborative efforts between academia and industry are expected to accelerate the development of this compound into viable therapeutic options.

In conclusion, 6-Octadecenoic acid,1,1',1''-(1,2,3-propanetriyl) ester, (6Z,6'Z,6''Z)- (CAS: 3296-43-3) represents a versatile and promising molecule in chemical biology and pharmaceutical research. Its unique chemical structure and diverse biological activities offer numerous opportunities for therapeutic innovation. Continued research and development efforts are essential to fully unlock its potential and translate these findings into clinical applications that benefit patients worldwide.

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