Cas no 64125-32-2 (2",2"-dimethylpyrano-(5",6";8,7)flavone)

2,2-Dimethylpyrano-(5,6;8,7)flavone is a structurally unique flavone derivative characterized by a pyran ring fused at the 5,6 positions with two methyl substituents at the 2 position. This compound exhibits notable stability due to its rigid polycyclic framework, making it suitable for applications requiring resistance to oxidative degradation. Its extended conjugated system enhances UV-absorbing properties, rendering it valuable in photochemical studies. The dimethylpyrano modification also influences its solubility profile, improving compatibility with organic solvents. This flavone derivative is of interest in pharmacological research due to its potential bioactivity, particularly in modulating enzyme interactions. Its well-defined structure allows for precise synthetic modifications, facilitating targeted derivatization for specialized applications.
2",2"-dimethylpyrano-(5",6";8,7)flavone structure
64125-32-2 structure
Product Name:2",2"-dimethylpyrano-(5",6";8,7)flavone
CAS No:64125-32-2
MF:C20H16O3
MW:304.339245796204
MDL:MFCD27968709
CID:2022122
PubChem ID:11358607
Update Time:2025-10-31

2",2"-dimethylpyrano-(5",6";8,7)flavone Chemical and Physical Properties

Names and Identifiers

    • 2",2"-dimethylpyrano-(5",6";8,7)flavone
    • 2",2"-dimethylpyrano-(5",6"
    • 8,7)flavone
    • 2',2'-dimethyl-2-phenylpyrano[2,3-f]chromone
    • 6",6"-dimethylpyranoflavone
    • 6'',6''-dimethylchromene--flavone
    • 6'',6''-dimethylpyrano-[2'',3'':7,8]flavone
    • 8,8-Dimethyl-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']diphyran-4-one
    • 8,8-Dimethyl-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one
    • 8,8-dimethyl-2-phenyl-4H,8H-benzo[1,2-b:3,4-b?]dipyran-4-one
    • 8,8-dimethyl-2-phenyl-8H-pyrano[2,3-f]chromen-4-one
    • SCHEMBL15944379
    • LMPK12110020
    • DTXSID601346930
    • 8,8-Dimethyl-2-phenyl-4H,8H-pyrano[2,3-f]chromen-4-one
    • CHEBI:183747
    • 8,8-dimethyl-2-phenylpyrano[2,3-]chromen-4-one
    • 6'',6''-Dimethylpyrano[2'',3'':7,8]flavone, >=95% (LC/MS-UV)
    • AKOS040734604
    • 64125-32-2
    • 8,8-dimethyl-2-phenyl-4H,8H-pyrano[2,3-h]chromen-4-one
    • CHEMBL3401058
    • 6'',6''-Dimethylpyrano[2'',3'':7,8]flavone
    • 8,8-DIMETHYL-2-PHENYLPYRANO[2,3-F]CHROMEN-4-ONE
    • 78-(2''2''-dimethylpyrano)-flavone
    • MDL: MFCD27968709
    • Inchi: 1S/C20H16O3/c1-20(2)11-10-15-17(23-20)9-8-14-16(21)12-18(22-19(14)15)13-6-4-3-5-7-13/h3-12H,1-2H3
    • InChI Key: RBKWJAHRWPDNPM-UHFFFAOYSA-N
    • SMILES: O1C2C=CC3C(C=C(C4C=CC=CC=4)OC=3C=2C=CC1(C)C)=O

Computed Properties

  • Exact Mass: 304.109944368g/mol
  • Monoisotopic Mass: 304.109944368g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 1
  • Complexity: 539
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 4.1
  • Topological Polar Surface Area: 35.5?2

2",2"-dimethylpyrano-(5",6";8,7)flavone Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd.
SMB00539-1MG
6′′,6′′-Dimethylpyrano[2′′,3′′:7,8]flavone
64125-32-2
1mg
¥4513.73 2023-09-13

Additional information on 2",2"-dimethylpyrano-(5",6";8,7)flavone

Chemical Profile of 2",2"-dimethylpyrano-(5",6";8,7)flavone (CAS No. 64125-32-2)

2",2"-dimethylpyrano-(5",6";8,7)flavone, identified by the Chemical Abstracts Service Number (CAS No.) 64125-32-2, is a structurally complex flavonoid derivative that has garnered significant attention in the field of pharmaceutical chemistry and natural product research. This compound belongs to the flavone class, characterized by a benzopyranone core structure, and exhibits modifications at the 2" and 2"-positions of the B-ring, contributing to its unique pharmacological properties.

The molecular framework of 2",2"-dimethylpyrano-(5",6";8,7)flavone incorporates a pyranocoumarin scaffold, which is known for its bioactivity in various biological systems. The presence of methyl groups at the 2" and 2"-positions enhances its stability and influences its interactions with biological targets. This structural feature has been extensively studied for its potential in modulating cellular processes, particularly in the context of antioxidant and anti-inflammatory mechanisms.

Recent advancements in chemical biology have highlighted the therapeutic potential of flavonoid derivatives like 2",2"-dimethylpyrano-(5",6";8,7)flavone. Research has demonstrated that this compound exhibits notable inhibitory effects on several key enzymes involved in inflammatory pathways. Specifically, studies have shown that it can suppress the activity of lipoxygenase and cyclooxygenase enzymes, which are pivotal in the production of pro-inflammatory mediators such as leukotrienes and prostaglandins. These findings align with the growing interest in natural products as potential candidates for developing novel anti-inflammatory agents.

In addition to its anti-inflammatory properties, 2",2"-dimethylpyrano-(5",6";8,7)flavone has been investigated for its antioxidant capabilities. Oxidative stress is a fundamental mechanism underlying various pathological conditions, including neurodegenerative diseases and cardiovascular disorders. The compound’s ability to scavenge free radicals and modulate antioxidant enzyme activity has been demonstrated in vitro and in animal models. These observations suggest that 2",2"-dimethylpyrano-(5",6";8,7)flavone could serve as a valuable component in therapeutic strategies aimed at mitigating oxidative damage.

The structural complexity of 2",2"-dimethylpyrano-(5",6";8,7)flavone also makes it an attractive scaffold for drug discovery efforts. Its benzopyranone core provides multiple sites for chemical modification, allowing for the synthesis of analogs with enhanced pharmacological profiles. Researchers have explored derivatives of this compound to optimize its solubility, bioavailability, and target specificity. Such modifications are crucial for translating preclinical findings into effective clinical treatments.

One of the most compelling aspects of 2",2"-dimethylpyrano-(5",6";8,7)flavone is its potential role in cancer chemoprevention. Flavonoids have long been recognized for their ability to inhibit carcinogenesis by modulating key signaling pathways involved in cell proliferation and apoptosis. Studies have shown that this compound can induce G0/G1 cell cycle arrest in cancer cell lines by activating p53-dependent pathways. Furthermore, it has demonstrated the ability to inhibit the expression of matrix metalloproteinases (MMPs), which are essential for tumor invasion and metastasis. These findings underscore the compound’s promise as a chemopreventive agent.

The pharmacokinetic profile of 2",2"-dimethylpyrano-(5",6";8,7)flavone is another critical aspect that has been thoroughly examined. Understanding how a compound is absorbed, distributed, metabolized, and excreted (ADME) is essential for determining its clinical efficacy and safety. Preliminary studies indicate that this flavonoid derivative exhibits moderate oral bioavailability and undergoes metabolic degradation primarily via Phase II conjugation reactions. These insights are valuable for optimizing dosing regimens and minimizing potential side effects.

The synthesis of 2",2"-dimethylpyrano-(5",6";8,7)flavone represents another area of interest within synthetic organic chemistry. The construction of the pyranocoumarin core requires precise control over reaction conditions to ensure high yield and purity. Researchers have developed multi-step synthetic routes that leverage catalytic methods to streamline the process. These advancements not only facilitate access to this compound but also contribute to the broader toolkit used in natural product synthesis.

Ethnobotanical studies have also shed light on the traditional uses of plants containing flavonoids similar to 2",2"-dimethylpyrano-(5",6";8,7)flavone. In various cultures, these plants have been employed for their medicinal properties, often without a full understanding of their active constituents or mechanisms of action. Modern research aims to validate these traditional uses through scientific investigation, bridging gaps between empirical knowledge and evidence-based medicine.

The future directions for research on 2",2"-dimethylpyrano-(5",6";8,7)flavone are multifaceted. Further clinical trials are needed to confirm its efficacy in humans and to identify any potential adverse effects. Additionally, computational modeling techniques can be employed to predict new derivatives with improved pharmacological properties before they are synthesized experimentally. Collaborative efforts between chemists, biologists, and clinicians will be essential in translating basic research findings into tangible therapeutic benefits.

Recommended suppliers
Suzhou Genelee Bio-Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Suzhou Genelee Bio-Technology Co., Ltd.
HANGZHOU BAIS CHEMICAL TECHNOLOGY CO., LTD.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
HANGZHOU BAIS CHEMICAL TECHNOLOGY CO., LTD.
Zhejiang Brunova Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Zhejiang Brunova Technology Co., Ltd.
Zhangzhou Sinobioway Peptide Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Zhangzhou Sinobioway Peptide Co.,Ltd.
Zhengzhou Baoyu Pharmaceutical Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Zhengzhou Baoyu Pharmaceutical Co., Ltd.