Cas no 7770-78-7 (Arctigenin)
Arctigenin Chemical and Physical Properties
Names and Identifiers
-
- arctigenin
- 2(3H)-FURANONE,4-[(3,4-DIMETHOXYPHENYL)METHYL]DIHYDRO-3-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-,(3R,4R)
- (-)-ARCTIGENIN
- ARCTIGENIN(P)
- (-)-antirhine
- (?)-Arctigenin
- (-)-Arctigenin, Arctium lappa
- (-)-arctigenine
- (2S)-2-[(2S,12bS)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]but-3-en-1-ol
- (3R,4R)-4-(3,4-dimethoxybenzyl)-3-(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one
- 2-(1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-2-yl)-but-3-en-1-ol
- (3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone
- 2(3H)-Furanone
- U76MR9VS6M
- NQWVSMVXKMHKTF-JKSUJKDBSA-N
- C21H24O6
- 2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, (3R-trans)-
- 2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, (3R,4R)-
- (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
- (3R,4R
- (+)-Arctigenin
- Arctigenin
-
- MDL: MFCD00870597
- Inchi: 1S/C21H24O6/c1-24-18-7-5-13(11-20(18)26-3)8-15-12-27-21(23)16(15)9-14-4-6-17(22)19(10-14)25-2/h4-7,10-11,15-16,22H,8-9,12H2,1-3H3/t15-,16+/m0/s1
- InChI Key: NQWVSMVXKMHKTF-JKSUJKDBSA-N
- SMILES: O1C([C@]([H])(C([H])([H])C2C([H])=C([H])C(=C(C=2[H])OC([H])([H])[H])O[H])[C@@]([H])(C([H])([H])C2C([H])=C([H])C(=C(C=2[H])OC([H])([H])[H])OC([H])([H])[H])C1([H])[H])=O
Computed Properties
- Exact Mass: 372.15700
- Monoisotopic Mass: 372.15728848 g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 6
- Heavy Atom Count: 27
- Rotatable Bond Count: 7
- Complexity: 483
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 2
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Molecular Weight: 372.4
- XLogP3: 3.6
- Topological Polar Surface Area: 74.2
Experimental Properties
- Color/Form: Powder
- Density: 1.2270
- Melting Point: 98.0 to 102.0 deg-C
- Boiling Point: 567°C at 760 mmHg
- Flash Point: 198.8°C
- Refractive Index: 1.576
- Solubility: DMSO: 34?mg/mL with heating and sonicating, soluble
- PSA: 74.22000
- LogP: 2.99240
- λmax: 280(EtOH)(lit.)
Arctigenin Security Information
- Hazard Statement: H302-H315-H319-H335
- Hazardous Material transportation number:NONH for all modes of transport
- WGK Germany:3
- Hazard Category Code: S22: do not breathe dust. S24/25: prevent skin and eye contact.
- Safety Instruction: S22-S24/25
- RTECS:LY9247000
- Safety Term:S22;S24/25
- Storage Condition:Powder -20°C 3 years In solvent -80°C 6 months ? -20°C 1 month
Arctigenin Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| MedChemExpress | HY-N0035-10mM*1mLinDMSO |
Arctigenin |
7770-78-7 | 99.69% | 10mM*1mLinDMSO |
¥500 | 2023-07-26 | |
| MedChemExpress | HY-N0035-10mg |
Arctigenin |
7770-78-7 | 99.69% | 10mg |
¥418 | 2025-04-16 | |
| MedChemExpress | HY-N0035-50mg |
Arctigenin |
7770-78-7 | 99.69% | 50mg |
¥900 | 2025-04-16 | |
| MedChemExpress | HY-N0035-100mg |
Arctigenin |
7770-78-7 | 99.69% | 100mg |
¥1200 | 2025-04-16 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | A109806-20mg |
Arctigenin |
7770-78-7 | ,>98% | 20mg |
¥205.90 | 2023-09-04 | |
| HE FEI BO MEI SHENG WU KE JI YOU XIAN ZE REN GONG SI | BZP0811-20mg |
Arctigenin |
7770-78-7 | HPLC≥98% | 20mg |
¥180元 | 2023-09-15 | |
| ChemFaces | CFN99534-20mg |
Arctigenin |
7770-78-7 | >=98% | 20mg |
$40 | 2021-07-22 | |
| Fluorochem | M04013-25mg |
Arctigenin, Arctium lappa |
7770-78-7 | >98% | 25mg |
£191.00 | 2022-02-28 | |
| Fluorochem | M04013-50mg |
Arctigenin, Arctium lappa |
7770-78-7 | >98% | 50mg |
£381.00 | 2022-02-28 | |
| Fluorochem | M04013-100mg |
Arctigenin, Arctium lappa |
7770-78-7 | >98% | 100mg |
£572.00 | 2022-02-28 |
Arctigenin Suppliers
Arctigenin Related Literature
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Xiaofeng Lin RSC Adv., 2016,6, 9002-9006
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Teresita Carrillo-Hernández,Philippe Schaeffer,Pierre Albrecht Chem. Commun., 2001, 1976-1977
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Doug Ogrin,Laura H. van Poppel,Simon G. Bott,Andrew R. Barron Dalton Trans., 2004, 3689-3694
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Dhamodaran Manikandan,S. Amirthapandian,I. S. Zhidkov,A. I. Kukharenko,S. O. Cholakh,Ramaswamy Murugan Phys. Chem. Chem. Phys., 2018,20, 6500-6514
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5. An all-solid-state imprinted polymer-based potentiometric sensor for determination of bisphenol S?Rongning Liang,Tanji Yin,Ruiqing Yao,Wei Qin RSC Adv., 2016,6, 73308-73312
Additional information on Arctigenin
Arctigenin (CAS No. 7770-78-7): A Comprehensive Overview of Its Biochemical Significance and Recent Research Findings
Arctigenin, a naturally occurring lignan derivative, is a compound of significant interest in the field of pharmaceutical chemistry and biochemistry. With the CAS number 7770-78-7, this molecule has garnered attention for its diverse biological activities and potential therapeutic applications. This article provides an in-depth exploration of Arctigenin, delving into its chemical structure, pharmacological effects, and the latest research findings that underscore its importance in modern medicine.
The chemical structure of Arctigenin is characterized by its lignan backbone, which is a type of polyphenolic compound found abundantly in various plant species. Specifically, Arctigenin is primarily extracted from the roots and rhizomes of the Arctium lappa plant, commonly known as burdock. Its molecular formula, C??H??O??, reflects its complex composition and the presence of multiple hydroxyl and methoxy groups, which contribute to its unique chemical properties.
One of the most compelling aspects of Arctigenin is its potent antioxidant activity. Antioxidants are crucial in neutralizing reactive oxygen species (ROS) that can cause cellular damage and contribute to various chronic diseases. Recent studies have highlighted the ability of Arctigenin to scavenge free radicals and modulate inflammatory pathways, making it a promising candidate for therapeutic intervention in conditions such as oxidative stress-induced neurodegenerative diseases.
In addition to its antioxidant properties, Arctigenin has demonstrated significant anti-inflammatory effects. Chronic inflammation is a hallmark of numerous pathological conditions, including cardiovascular diseases, diabetes, and autoimmune disorders. Research indicates that Arctigenin can inhibit key pro-inflammatory cytokines such as TNF-α, IL-6, and IL-1β by modulating signaling pathways like NF-κB. This mechanism suggests that Arctigenin may serve as a natural anti-inflammatory agent with potential applications in managing inflammatory-related pathologies.
The compound's role in cancer research has also been extensively studied. Emerging evidence suggests that Arctigenin exhibits chemopreventive and chemotherapeutic properties by inducing apoptosis in cancer cells while sparing healthy cells. Its ability to inhibit tyrosine kinases and other enzymes involved in tumor proliferation has made it a subject of interest for developing novel anticancer strategies. Furthermore, preclinical studies have shown that Arctigenin can enhance the efficacy of conventional chemotherapy drugs by sensitizing cancer cells to treatment.
Beyond its well-documented biological activities, Arctigenin has shown promise in neuroprotective research. Neurodegenerative diseases such as Alzheimer's and Parkinson's are characterized by the accumulation of oxidative stress and inflammation in neural tissues. Studies have demonstrated that Arctigenin can protect against neurotoxicity by reducing β-amyloid aggregation and mitigating neuroinflammation. These findings position Arctigenin as a potential therapeutic agent for preserving neuronal health and preventing cognitive decline.
The pharmacokinetics of Arctigenin have also been a focus of recent research. Understanding how a compound is absorbed, distributed, metabolized, and excreted is crucial for optimizing its therapeutic use. Studies indicate that Arctigenin has moderate bioavailability following oral administration but can be significantly enhanced when combined with specific delivery systems or co-administered with enhancing agents. This knowledge is vital for developing formulations that maximize the compound's therapeutic potential.
The synthetic pathways for producing Arctigenin have also been explored to meet growing demand from researchers and pharmaceutical industries. While natural extraction remains the primary method due to its high purity and yield from plant sources, researchers are investigating biotechnological approaches such as microbial fermentation to produce this lignan derivative more sustainably. These advancements aim to ensure a stable supply chain for Arctigenin-based products while minimizing environmental impact.
The regulatory landscape surrounding Arctigenin continues to evolve as more studies validate its safety and efficacy. Regulatory bodies are increasingly recognizing natural compounds like Arctigenin for their therapeutic potential, leading to streamlined approval processes for derivatives or formulations containing this compound. This trend bodes well for future clinical trials and commercialization efforts aimed at harnessing the benefits of Arctigenin in human health.
In conclusion, Arctigenin (CAS No. 7770-78-7) stands out as a multifaceted compound with significant implications for pharmaceutical research and development. Its robust antioxidant, anti-inflammatory, anticancer, and neuroprotective properties make it a compelling candidate for treating various diseases. As ongoing research continues to uncover new applications and optimize delivery methods, Arctigenin is poised to play an increasingly important role in modern medicine.
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