Sinensetin - ≥98% , CAS No.2306-27-6

CAS: 2306-27-6 Cat. No.: S118322 Peso molecular: 372.39 Beilstein Registry Number: 345748 Número EC: 803-609-7 PubChem CID: 145659

GRADE & PURITY ≥98%

Synonyms

s9227 | LMPK12111250 | MFCD00017421 | SCHEMBL621101 | DTXCID20100117 | SR-05000002257-2 | 2-(3,4-Dimethoxyphenyl)-5,6,7-trimethoxy-4H-chromen-4-one | 240LNZ51AT | CCG-208419 | NCGC00163623-01 | SR-05000002257-3 | FT-0634191 | 2-(3,4-dimethoxyphenyl)-5,6,7

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Sinónimos

s9227 | LMPK12111250 | MFCD00017421 | SCHEMBL621101 | DTXCID20100117 | SR-05000002257-2 | 2-(3, 4-Dimethoxyphenyl)-5, 6, 7-trimethoxy-4H-chromen-4-one | 240LNZ51AT | CCG-208419 | NCGC00163623-01 | SR-05000002257-3 | FT-0634191 | 2-(3, 4-dimethoxyphenyl)-5, 6, 7

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)OC)OC
• IUPAC Name: 2-(3,4-dimethoxyphenyl)-5,6,7-trimethoxychromen-4-one
• InChIKey: LKMNXYDUQXAUCZ-UHFFFAOYSA-N
• INCHI: 1S/C20H20O7/c1-22-13-7-6-11(8-15(13)23-2)14-9-12(21)18-16(27-14)10-17(24-3)19(25-4)20(18)26-5/h6-10H,1-5H3
• Isómeros SMILES: COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)OC)OC
• PubChem CID: 145659
• Peso molecular: 372.39
• Beilstein: 345748

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Clase Flavonoids
      • Subclass O-methylated flavonoids

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Clase: Flavonoids
• Subclass: O-methylated flavonoids
• Intermediate Tree Nodes: Not available
• Direct Parent: 7-O-methylated flavonoids
• Alternative Parents: 3'-O-methylated flavonoids 4'-O-methylated flavonoids 5-O-methylated flavonoids 6-O-methylated flavonoids Flavones Chromones Dimethoxybenzenes Phenoxy compounds Anisoles Pyranones and derivatives Alkyl aryl ethers Vinylogous esters Heteroaromatic compounds Oxacyclic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 3p-methoxyflavonoid-skeleton - 4p-methoxyflavonoid-skeleton - 5-methoxyflavonoid-skeleton - 6-methoxyflavonoid-skeleton - 7-methoxyflavonoid-skeleton - Flavone - Chromone - O-dimethoxybenzene - Dimethoxybenzene - Benzopyran - 1-benzopyran - Phenoxy compound - Methoxybenzene - Anisole - Phenol ether - Alkyl aryl ether - Pyranone - Pyran - Benzenoid - Monocyclic benzene moiety - Vinylogous ester - Heteroaromatic compound - Ether - Organoheterocyclic compound - Oxacycle - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.
• External Descriptors: Flavones and Flavonols

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

ACHE Tclin Acetylcholinesterase (18204 Activities)

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MMP3 Tchem Matrix metalloproteinase 3 (3433 Activities)

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CYP1A1 Tchem Cytochrome P450 1A1 (1169 Activities)

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MMP7 Tchem Matrix metalloproteinase 7 (1073 Activities)

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MMP1 Tchem Matrix metalloproteinase-1 (7046 Activities)

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HL-60 (67320 Activities)

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HT-29 (80576 Activities)

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MCF-10A (2462 Activities)

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MCF7 (126967 Activities)

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MDA-MB-468 (9477 Activities)

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Monocyte (474 Activities)

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A2780 (11979 Activities)

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MDA-MB-231 (73002 Activities)

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POLK Tbio DNA polymerase kappa (8653 Activities)

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ABCG2 Tchem ATP-binding cassette sub-family G member 2 (4927 Activities)

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MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)

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Objetivos asociados (no humanos)

Mmp13 Matrix metalloproteinase 13 (19 Activities)

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Abcb1b P-glycoprotein 1 (174 Activities)

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Mmp2 Matrix metalloproteinase-2 (12 Activities)

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Enterococcus durans (113 Activities)

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Staphylococcus aureus (210822 Activities)

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Staphylococcus epidermidis (22802 Activities)

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Staphylococcus haemolyticus (1695 Activities)

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Staphylococcus hominis (482 Activities)

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Staphylococcus simulans (400 Activities)

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Staphylococcus warneri (476 Activities)

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Enterococcus faecium (13803 Activities)

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Mycobacterium tuberculosis (203094 Activities)

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Enterococcus faecalis (29875 Activities)

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Human immunodeficiency virus 1 (70413 Activities)

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Staphylococcus saprophyticus (562 Activities)

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Staphylococcus capitis (242 Activities)

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Enterococcus avium (81 Activities)

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3T3-L1 (3664 Activities)

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Enterococcus gallinarum (172 Activities)

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GCN5 Histone acetyltransferase GCN5 (89 Activities)

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BCHE Cholinesterase (8742 Activities)

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Phytophthora citrophthora (55 Activities)

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Staphylococcus lugdunensis (349 Activities)

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Citrus (8 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Peso molecular: 372.400 g/mol
• XLogP3: 3.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 372.121 Da
• Monoisotopic Mass: 372.121 Da
• Topological Polar Surface Area: 72.500 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 548.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Qi Quan, Wei Liu, Jiajing Guo, Meiling Ye, Juhua Zhang.  (2022)  Effect of Six Lactic Acid Bacteria Strains on Physicochemical Characteristics, Antioxidant Activities and Sensory Properties of Fermented Orange Juices.  Foods,  11  (13): (1920).  [PMID:35804736] [10.3390/foods11131920]

2. Li Jiashun, Jie Xiang, Liang Xiaoli, Chen Ziyu, Xie Peifang, Pan Xiping, Zhou Beixian, Li Jing.  (2020)  Sinensetin suppresses influenza a virus-triggered inflammation through inhibition of NF-κB and MAPKs signalings.  BMC Complementary Medicine and Therapies,  20  (1): (1-9).  [PMID:32370749] [10.1186/s12906-020-02918-3]

3. Xue Wang, Zhipeng Su, Xiang Li, Jiaxu Chen, Gaoyang Li, Yang Shan, Zhaoping Pan, Fuhua Fu.  (2024)  Targeted/untargeted metabolomics and antioxidant properties distinguish Citrus reticulata ‘Chachi’ from Citrus reticulata Blanco.  FOOD CHEMISTRY,      [PMID:39241684] [10.1016/j.foodchem.2024.140806]

4. Yating Lu, Dong Li, Li Li, Tarun Belwal, Yanqun Xu, Xingyu Lin, Zhenhua Duan, Zisheng Luo.  (2020)  Effects of elevated CO2 on pigment metabolism of postharvest mandarin fruit for degreening.  FOOD CHEMISTRY,      [PMID:32126463] [10.1016/j.foodchem.2020.126462]

5. Junran Mao, Hongyan Ma, Jinsong Zhou, Lin Chen, Xinxin Chen, Jincai Wang, Zhengjin Jiang, Tingting Zhang.  (2025)  Quality evaluation of Citri Reticulatae Pericarpium by supercritical fluid chromatography with chemical pattern recognition.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:40233551] [10.1016/j.jpba.2025.116902]

6. Liping Xu, Dandan Sha, Rongfan Ren, Hongli Li, David Da Yong Chen.  (2025)  Methylation in ambient ion source enables direct isomer differentiation of oligosaccharides by tandem mass spectrometry.  CARBOHYDRATE POLYMERS,      [PMID:41320349] [10.1016/j.carbpol.2025.124493]

7. Zhuxin Li, Junfei Zhang, Chong Li, Jinzhe Cao, Shengyang Tao.  (2026)  The AIE-Active Flavonoids in Orange Peel for Photocatalytic Oxidation Reactions.  GREEN CHEMISTRY,      [PMID:] [10.1039/D5GC06463E]