7-Hydroxyflavone - ≥97%(T) , CAS No.6665-86-7

CAS: 6665-86-7 Cat. No.: H157352 Peso molecular: 238.24 Beilstein Registry Number: 18,58 Número EC: 229-705-3

GRADE & PURITY ≥97%(T)

Synonyms

NSC 94258 | 7-Hydroxy-2-phenyl-4H-chromen-4-one | NCGC00168801-01 | H0852 | MFCD00006835 | SY048832 | 7-Hydroxyflavone | SCHEMBL312148 | AKOS000599907 | 7-hydroxy flavone | HYDROXYFLAVONE, 7- | 7-Hydroxy-2-phenyl-4H-chromen-4-one # | Oprea1_774070 | NSC 9

Storage

Room temperature

Shipped In

Normal

Specifications

Sinónimos

NSC 94258 | 7-Hydroxy-2-phenyl-4H-chromen-4-one | NCGC00168801-01 | H0852 | MFCD00006835 | SY048832 | 7-Hydroxyflavone | SCHEMBL312148 | AKOS000599907 | 7-hydroxy flavone | HYDROXYFLAVONE, 7- | 7-Hydroxy-2-phenyl-4H-chromen-4-one # | Oprea1_774070 | NSC 9

Especificaciones y pureza

≥97%(T)

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Pureza

≥97%(T)

Nombres e identificadores

• Pubchem Sid: 504763391
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763391
• Sonrisas canónicas: C1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C=C3)O
• IUPAC Name: 7-hydroxy-2-phenylchromen-4-one
• InChIKey: MQGPSCMMNJKMHQ-UHFFFAOYSA-N
• INCHI: 1S/C15H10O3/c16-11-6-7-12-13(17)9-14(18-15(12)8-11)10-4-2-1-3-5-10/h1-9,16H
• Isómeros SMILES: C1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C=C3)O
• WGK Alemania: 3
• Peso molecular: 238.24
• Beilstein: 18,58
• Reaxy-Rn: 194089
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=194089&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Clase Flavonoids
      • Subclass Flavones

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Clase: Flavonoids
• Subclass: Flavones
• Intermediate Tree Nodes: Not available
• Direct Parent: Flavones
• Alternative Parents: 7-hydroxyflavonoids Chromones Pyranones and derivatives 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Heteroaromatic compounds Oxacyclic compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 7-hydroxyflavonoid - Flavone - Hydroxyflavonoid - Chromone - Benzopyran - 1-benzopyran - 1-hydroxy-2-unsubstituted benzenoid - Pyranone - Monocyclic benzene moiety - Pyran - Benzenoid - Heteroaromatic compound - Oxacycle - Organoheterocyclic compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).
• External Descriptors: a flavone

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)

CYP1A2 Tchem Cytochrome P450 1A2 (1 Activities)

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CYP1B1 Tchem Cytochrome P450 1B1 (1 Activities)

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CYP19A1 Tclin Aromatase (1 Activities)

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CA2 Tclin Carbonic anhydrase II (17698 Activities)

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NR3C1 Tclin Glucocorticoid receptor (14987 Activities)

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ALDH2 Tclin Aldehyde dehydrogenase (509 Activities)

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ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

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AR Tclin Androgen Receptor (11781 Activities)

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TOP2A Tclin DNA topoisomerase II alpha (6317 Activities)

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CYP19A1 Tclin Cytochrome P450 19A1 (6099 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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ADORA1 Tclin Adenosine A1 receptor (17603 Activities)

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PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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XDH Tclin Xanthine dehydrogenase (1038 Activities)

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AKR1B1 Tclin Aldose reductase (1404 Activities)

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ADORA2A Tclin Adenosine A2a receptor (16305 Activities)

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ADORA3 Tchem Adenosine A3 receptor (15931 Activities)

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LCK Tclin Tyrosine-protein kinase LCK (9212 Activities)

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CYP1B1 Tchem Cytochrome P450 1B1 (1148 Activities)

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CA1 Tclin Carbonic anhydrase I (13240 Activities)

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APP Tclin Amyloid-beta A4 protein (8510 Activities)

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PIM1 Tchem Serine/threonine-protein kinase PIM1 (9629 Activities)

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ALOX15B Tchem Arachidonate 15-lipoxygenase, type II (7244 Activities)

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ALOX12 Tchem Arachidonate 12-lipoxygenase (3262 Activities)

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FBP1 Tchem Fructose-1,6-bisphosphatase (1199 Activities)

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HSD17B3 Tchem Estradiol 17-beta-dehydrogenase 3 (821 Activities)

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HSD17B1 Tchem Estradiol 17-beta-dehydrogenase 1 (2224 Activities)

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FASN Tchem Fatty acid synthase (3390 Activities)

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ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)

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CA12 Tclin Carbonic anhydrase XII (6231 Activities)

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CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

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CA9 Tclin Carbonic anhydrase IX (8255 Activities)

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HSD17B2 Tchem Estradiol 17-beta-dehydrogenase 2 (1671 Activities)

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MKNK2 Tchem MAP kinase signal-integrating kinase 2 (3518 Activities)

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K562 (73714 Activities)

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MCF7 (126967 Activities)

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HepG2 (196354 Activities)

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Monocyte (474 Activities)

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HL (112 Activities)

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AKR1B10 Tchem Aldo-keto reductase family 1 member B10 (300 Activities)

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BRCA1 Tchem Breast cancer type 1 susceptibility protein (15908 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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RAN Tchem GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1 (21853 Activities)

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KPNB1 Tbio Importin subunit beta-1/Snurportin-1 (25097 Activities)

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Objetivos asociados (no humanos)

Abcb1b P-glycoprotein 1 (174 Activities)

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Pkm Pyruvate kinase isozymes M1/M2 (66 Activities)

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Salmonella typhimurium (15756 Activities)

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Plasmodium falciparum (966862 Activities)

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Spodoptera frugiperda (784 Activities)

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Rattus norvegicus (775804 Activities)

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Human immunodeficiency virus 1 (70413 Activities)

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3T3-L1 (3664 Activities)

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CCRF S-180 (1031 Activities)

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L1210 (27553 Activities)

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Lewis lung carcinoma cell line (1243 Activities)

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fabG 3-oxoacyl-acyl-carrier protein reductase (70 Activities)

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fabI Enoyl-acyl-carrier protein reductase (415 Activities)

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CALM Calmodulin (71 Activities)

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BCHE Cholinesterase (8742 Activities)

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Spodoptera litura (1708 Activities)

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Brain (1 Activities)

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Aorta (2975 Activities)

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Ntrk2 BDNF/NT-3 growth factors receptor (124 Activities)

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Gabrp GABA-A receptor; anion channel (5731 Activities)

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Adra1b Adrenergic receptor alpha-1 (5652 Activities)

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Maob Monoamine oxidase (439 Activities)

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8238086 Cytochrome P450 (0 Activities)

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SARS-CoV-2 (38078 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Insoluble in water
• Punto de fusión (°C): 246 °C
• Peso molecular: 238.240 g/mol
• XLogP3: 3.600
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 238.063 Da
• Monoisotopic Mass: 238.063 Da
• Topological Polar Surface Area: 46.500 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 355.000
• 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. Xinyi Qi, Yurou Zhang, Qichao Liao, Yang Xiao, Tianyu Jiang, Siqi Liu, Lei Zhou, Yixing Li.  (2024)  7-Hydroxyflavone improves nonalcoholic fatty liver disease by acting on STK24.  PHYTOTHERAPY RESEARCH,      [PMID:38685750] [10.1002/ptr.8207]

2. Hui-Ting Hu, Jiang-Tao Xu, Bing-Lun Li, Guo-Cheng Han, Xiao-Zhen Feng, Heinz-Bernhard Kraatz.  (2024)  Construction of rGO and GSH Electrochemical Sensor by Electrodeposition for Naringenin Sensing.  JOURNAL OF THE ELECTROCHEMICAL SOCIETY,  171  (7): (072501).  [PMID:] [10.1149/1945-7111/ad5b21]

3. Rui Yang, Kan Zhang.  (2025)  Design and Synthesis of Flavonoid-Based Mono-, Bis-, and Tri-Benzoxazines: Toward Elucidating Roles of Oxazine Ring Number and Hydrogen Bonding on Their Polymerization Mechanisms and Thermal Properties.  MACROMOLECULES,      [PMID:] [10.1021/acs.macromol.4c02616]

4. Li-Feng Li, Meng-Di Wang, Chen-Yang Zhang, Meng-Yao Jin, Hua-Lei Chen, Huan Luo, Tian-Yu Hou, Zhi-Jun Zhang, He Li.  (2025)  Influence of hydroxyl substitution on the inhibition of flavonoids in advanced glycation end-products formation in glucose-lysine-arginine Maillard reaction models.  FOOD RESEARCH INTERNATIONAL,      [PMID:40086959] [10.1016/j.foodres.2025.116068]

5. Changhai Sun, Mengxin Xiao, Biyue Cui, Shiyuan Sun, Shushuang Shen, Shuting Zhang, Xinran Zhang, Liting Mu.  (2026)  Study on the Correlation Between Anthoxanthins Compounds' Reverse-Phase Chromatographic Behavior and Their Solubility.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2026.145944]