Cas no 122768-03-0 (Methyl 12-cis,15-cis-heneicosadienoate)

Methyl 12-cis,15-cis-heneicosadienoate is a methyl ester derivative of a long-chain unsaturated fatty acid, specifically featuring cis double bonds at the 12th and 15th carbon positions. This compound is of interest in organic synthesis, lipid research, and specialty chemical applications due to its unique structural properties. The cis-configuration of the double bonds influences its reactivity and physical characteristics, making it suitable for studies on lipid metabolism, polymer science, or as a precursor for bioactive molecules. Its well-defined structure ensures consistency in experimental or industrial processes, while its ester functionality enhances solubility in organic solvents, facilitating handling and further derivatization.
Methyl 12-cis,15-cis-heneicosadienoate structure
122768-03-0 structure
Product Name:Methyl 12-cis,15-cis-heneicosadienoate
CAS No:122768-03-0
MF:C10H14N5O7P
MW:347.221222400665
CID:1058287
PubChem ID:6083
Update Time:2025-06-23

Methyl 12-cis,15-cis-heneicosadienoate Chemical and Physical Properties

Names and Identifiers

    • Methyl 12-cis,15-cis-heneicosadienoate
    • C21:2
    • Methyl 12-cis,15-cis-heneicosadienoate1000μg
    • Cardiomone
    • Adenosine phosphate (USAN/INN)
    • Adenosine-5'-Monophosphate, Free acid
    • adenosine-5'P
    • DB00131
    • Adenosine-5-phosphate
    • AMP
    • Phosphate d'adenosine
    • Adenosine phosphate [USAN:INN:BAN]
    • 5-AMP
    • Vitamin B8
    • ((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate
    • CAS-61-19-8
    • adenosine 5'-phosphate
    • Phosphaden
    • ADENOSINE PHOSPHATE [WHO-DD]
    • DB-022416
    • 415SHH325A
    • 67583-85-1
    • Muskeladenosin-phosphorsaeure
    • Adenosine 5monophosphate
    • PAdo
    • bmse000005
    • EINECS 200-500-0
    • 5'-ADENYLIC ACID [MI]
    • adenosine 5'-phosphates
    • 5'adenylic acid
    • Adenosine 5'-(dihydrogen phosphate)
    • Adenosine, mono(dihydrogen phosphate) (ester)
    • Adenosine phosphate(Vitamin B8)
    • J-700145
    • Adenosine 5-Monophosphate
    • CCG-267996
    • Monophosphadenine
    • Muscle adenylic acid
    • ADENOSINE PHOSPHATE [INN]
    • adenosine-monophosphate
    • EN300-1700412
    • Phosphate d'adenosine [INN-French]
    • NCGC00163319-03
    • [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
    • BRN 0054612
    • GTPL2455
    • Fosfato de adenosina
    • Adenosine-5'-monophosphoric acid
    • ADENOSINE PHOSPHATE [USAN]
    • BDBM18137
    • NSC 20264
    • Phosphate d'adenosine (INN-French)
    • MFCD00149360
    • 1pyg
    • Muscle adenylate
    • 5'-adenylate
    • ADENOSINE PHOSPHATE [VANDF]
    • adenosine 5'-monophosphate
    • 5'-AMP
    • Adenosini phosphas
    • Prestwick3_000356
    • Adenovite
    • 5'-adenylic acid
    • 5'-adenosine monophosphate
    • SPBio_002372
    • 136920-07-5
    • AKOS015833068
    • C00020
    • [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
    • Phosphentaside
    • 7A8E6D15-9136-44C1-88C9-E1A224638E56
    • A5MP
    • Prestwick0_000356
    • Adenylic acid (VAN)
    • CHEBI:37096
    • UNII-415SHH325A
    • CS-0017523
    • Muskeladenylsaeure
    • Adenosine 5'-monophosphate-Agarose, lyophilized powder, Contains lactose stabilizers that must be removed prior to use.
    • DTXSID5022560
    • NSC-20264
    • SCHEMBL5588
    • BPBio1_000497
    • bmse000992
    • Z2216887941
    • 5'-ADENYLIC ACID [USP-RS]
    • Fosfato de adenosina (INN-Spanish)
    • AMP (VAN)
    • CHEMBL752
    • adenosine-phosphate
    • 5'-ADENYLIC ACID [FCC]
    • BSPBio_000451
    • MFCD00005750
    • Adenyl
    • AMP (nucleotide)
    • Ergadenylic acid
    • 9H-Purin-6-amine, 9-(5-O-phosphono-.beta.-D-ribofuranosyl)-
    • 1ua4
    • A 5MP
    • bmse000873
    • Adenosine 5'-phosphorate
    • Adenosine5'-monophosphate
    • Adenosine-5'-monophosphorate
    • NSC20264
    • Adenosine 5 -monophosphate
    • 53624-78-5
    • 7gpb
    • 5'-O-phosphonoadenosine
    • DTXCID002560
    • 5'-Phosphate, Adenosine
    • HSDB 3281
    • 5'-ADENYLIC ACID (USP-RS)
    • F20323
    • Adenosine-3(+2')-monophosphoric acid monohydrate*
    • adenylic acid
    • AMY30021
    • NCGC00163319-01
    • adenylate
    • ADENOSINE PHOSPHATE [HSDB]
    • 8gpb
    • 2gsu
    • D02769
    • Adenosine monophosphate
    • Adenosine 5'-monophosphoric acid
    • Epitope ID:137353
    • Tox21_112046
    • Tox21_112046_1
    • Adenosine 5' monophosphate
    • Prestwick1_000356
    • 61-19-8
    • 122768-03-0
    • HY-A0181
    • Adenyl (TN)
    • Ado5'P
    • Adenosine-5-monophosphoric acid
    • SCHEMBL18287224
    • [3h]adenosine 5'-monophosphate
    • W-105182
    • My-beta-Den
    • Q318369
    • Adenosine-5'-monophosphate
    • ADENOSINE PHOSPHATE (MART.)
    • adenosine phosphate
    • adenosin-5'-monophosphat
    • AS-11783
    • 9H-purin-6-amine, 9-(5-O-phosphono-beta-D-ribofuranosyl)-
    • a-5mp
    • BP-58695
    • NCGC00163319-02
    • [(2R,3S,4R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-2-oxolanyl]methyl dihydrogen phosphate
    • Adenosine 5'-monophosphate-Agarose, lyophilized powder
    • Prestwick2_000356
    • T-ADENYLIC
    • 4-26-00-03615 (Beilstein Handbook Reference)
    • Lycedan
    • My-B-Den
    • Adenosine 5' Phosphate
    • [(2R,3S,4R,5R)-5-adenin-9-yl-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate;hydrate
    • ADENOSINE PHOSPHATE [MART.]
    • {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
    • Adenosini phosphas [INN-Latin]
    • Phosaden
    • Adenosini phosphas (INN-Latin)
    • CHEBI:16027
    • Myoston
    • Adenosine-5-monophosphorate
    • CHEBI:22256
    • C01EB10
    • A0158
    • Adenosine Monophosphate (Amp)
    • Adenosine 5'-monophosphate-Agarose, saline suspension
    • AKOS015888563
    • Adenosine 5'-phosphoric acid
    • ADENOSINE 5'-(DIHYDROGEN PHOSPHATE).
    • 1z6s
    • Fosfato de adenosina [INN-Spanish]
    • s9366
    • Adenosine phosphate [USAN:BAN:INN]
    • adenosina fosfato
    • Inchi: 1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
    • InChI Key: UDMBCSSLTHHNCD-KQYNXXCUSA-N
    • SMILES: P(=O)(O)(O)OC[C@@H]1[C@H]([C@H]([C@H](N2C=NC3C(N)=NC=NC2=3)O1)O)O

Computed Properties

  • Exact Mass: 347.06308480g/mol
  • Monoisotopic Mass: 347.06308480g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 5
  • Hydrogen Bond Acceptor Count: 11
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 4
  • Complexity: 481
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -3.5
  • Topological Polar Surface Area: 186?2

Methyl 12-cis,15-cis-heneicosadienoate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
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Additional information on Methyl 12-cis,15-cis-heneicosadienoate

Methyl 12-cis,15-cis-heneicosadienoate (CAS No. 122768-03-0): A Comprehensive Overview in Modern Chemical and Biomedical Research

Methyl 12-cis,15-cis-heneicosadienoate, identified by the CAS number 122768-03-0, is a polyunsaturated fatty acid derivative that has garnered significant attention in the fields of chemical biology and pharmaceutical research. This compound, characterized by its unique double bond configuration at the 12th and 15th carbon positions, exhibits distinct biochemical properties that make it a subject of intense study. The molecular structure of this compound not only contributes to its potential biological activities but also underscores its significance in understanding lipid metabolism and signaling pathways.

The chemical structure of Methyl 12-cis,15-cis-heneicosadienoate consists of a long-chain fatty acid backbone with two trans double bonds, specifically located at the 12th and 15th carbon atoms. This configuration imparts a high degree of rigidity to the fatty acid chain, which can influence its interactions with biological membranes and receptors. Such structural features are particularly relevant in the context of lipid-based therapeutics, where the modulation of membrane fluidity and receptor binding is often a key consideration.

Recent advancements in lipidomics have highlighted the role of polyunsaturated fatty acids (PUFAs) in various physiological processes, including inflammation, cardiovascular health, and neuroprotection. Methyl 12-cis,15-cis-heneicosadienoate has been identified as a promising candidate for further exploration due to its unique structural properties. Studies have begun to elucidate its potential mechanisms of action, particularly in relation to modulating lipid signaling pathways that are implicated in chronic diseases.

One of the most intriguing aspects of Methyl 12-cis,15-cis-heneicosadienoate is its ability to interact with specific receptors and enzymes involved in lipid metabolism. Research has demonstrated that this compound can influence the activity of peroxisome proliferator-activated receptors (PPARs), which are nuclear receptors that play a crucial role in regulating lipid homeostasis. The activation or modulation of PPARs has been associated with beneficial effects on metabolic disorders, making Methyl 12-cis,15-cis-heneicosadienoate a potentially valuable therapeutic agent.

In addition to its effects on PPARs, Methyl 12-cis,15-cis-heneicosadienoate has shown promise in preclinical studies for its anti-inflammatory properties. Chronic inflammation is a hallmark of many diseases, including arthritis and metabolic syndrome. By modulating inflammatory pathways, this compound may offer a novel approach to treating these conditions. The precise mechanisms by which it exerts these effects are still under investigation but preliminary findings suggest involvement of pathways such as NF-κB and MAPK.

The synthesis and characterization of Methyl 12-cis,15-cis-heneicosadienoate have been refined through advanced chemical methodologies. Techniques such as stereoselective synthesis have enabled researchers to produce this compound with high purity and enantiomeric excess. These advancements are crucial for ensuring that experimental results are reproducible and that the biological activity observed is attributable to the compound itself rather than impurities or byproducts.

From a pharmaceutical perspective, Methyl 12-cis,15-cis-heneicosadienoate represents an interesting case study for drug development. Its unique structure suggests potential applications in areas where traditional small-molecule drugs may fall short. For instance, its ability to modulate lipid signaling could make it useful in treating neurological disorders where dysregulation of lipid metabolism is implicated. Furthermore, its long-chain nature may enhance membrane penetration properties when formulated into drug delivery systems.

The role of Methyl 12-cis,15-cis-heneicosadienoate in diet and nutrition is also an area of growing interest. As part of the broader class of PUFAs found in certain plant oils and marine sources (though not exclusively), it may contribute to overall health benefits when included as part of a balanced diet. However, more research is needed to fully understand its nutritional significance compared to other well-studied fatty acids such as omega-3 or omega-6 PUFAs.

Future directions for research on Methyl 12-cis,15-cis-heneicosadienoate include exploring its interactions with other bioactive molecules and investigating potential synergistic effects when combined with other therapeutic agents. The compound’s unique structural features also make it an attractive scaffold for medicinal chemistry efforts aimed at developing novel derivatives with enhanced biological activity or improved pharmacokinetic profiles.

In conclusion, Methyl 12-cis,15-cis-heneicosadienoate (CAS No. 122768-03-0) represents a fascinating compound with significant potential applications in both chemical biology and biomedical research. Its distinct structural features contribute to unique biochemical properties that are being leveraged for therapeutic development across multiple disease areas including metabolic disorders and inflammation-related conditions. As research continues into this molecule’s mechanisms of action and potential clinical applications further details will undoubtedly emerge regarding why it stands out among other bioactive lipids studied today.

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