Acacetina - ≥98% , CAS No.480-44-4

CAS: 480-44-4 Cat. No.: A275799 Formula: C₁₆H₁₂O₅ Peso molecolare: 284.27 Numero EC: 207-552-3

GRADE & PURITY ≥98%

Synonyms

Akatsetin | HY-N0451 | KBio2_000595 | SR-01000841189-4 | 5,7-Dioxy-4'-methoxyflavone | KBioSS_000595 | WLN: T66 BO EVJ CR DO1& GQ IQ | ACAETIN | 4H-1-Benzopyran-4-one,7-dihydroxy-2-(4-methoxyphenyl)- | Acacetine | BCP15815 | Flavone, 5,7-dihydroxy-4'-meth

Storage

Conservare a 2-8°C, al riparo dalla luce, caricato ad argon, essiccato

Shipped In

Ghiaccio umido

Panoramica

Conservare a -20°C. Conservare in condizioni di essiccazione. Il prodotto può essere conservato fino a 12 mesi.

Specifications

Sinonimi

Akatsetin | HY-N0451 | KBio2_000595 | SR-01000841189-4 | 5,7-Dioxy-4'-methoxyflavone | KBioSS_000595 | WLN: T66 BO EVJ CR DO1& GQ IQ | ACAETIN | 4H-1-Benzopyran-4-one,7-dihydroxy-2-(4-methoxyphenyl)- | Acacetine | BCP15815 | Flavone, 5,7-dihydroxy-4'-meth

Specifiche e purezza

≥98%

Meccanismi biochimici e fisiologici

Inibitore dell'espressione del VEGF e dell'angiogenesi tumorale. Flavonoide con attività antiaggregante nel sangue umano. Flavonoide con proprietà antiossidanti e anti-infiammatorie. Utilizzato nella medicina tradizionale cinese. È stato riconosciuto come

Condizioni di conservazione di stoccaggio

Conservare a 2-8°C, al riparo dalla luce, caricato ad argon, essiccato

Spedito in

Ghiaccio umido

Nota

Per quanto possibile, si consiglia di preparare e utilizzare le soluzioni lo stesso giorno. Tuttavia, se è necessario preparare in anticipo le soluzioni di riserva, si consiglia di conservarle in aliquote in fiale ben chiuse a -20°C. In genere, queste possono essere utilizzate per un mese. In genere, queste soluzioni sono utilizzabili fino a un mese. Prima dell'uso e dell'apertura della fiala, si consiglia di lasciare che il prodotto si equilibri a temperatura ambiente per almeno 1 ora. Avete bisogno di ulteriori consigli su solubilità, uso e manipolazione? Per ulteriori informazioni, visitare la pagina delle domande frequenti (FAQ).

Purezza

≥98%

Nomi e identificatori

• Pubchem Sid: 504763299
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763299
• Sorrisi canonici: COC1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O
• IUPAC Name: 5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one
• InChIKey: DANYIYRPLHHOCZ-UHFFFAOYSA-N
• INCHI: 1S/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3
• Isomeri SMILES: COC1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O
• Peso molecolare: 284.27
• Reaxy-Rn: 277879
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=277879&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Classe: Flavonoids
• Subclass: O-methylated flavonoids
• Intermediate Tree Nodes: Not available
• Direct Parent: 4'-O-methylated flavonoids
• Alternative Parents: 5-hydroxyflavonoids 7-hydroxyflavonoids Flavones Chromones Phenoxy compounds Methoxybenzenes Anisoles 1-hydroxy-2-unsubstituted benzenoids Pyranones and derivatives 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Vinylogous acids Heteroaromatic compounds Oxacyclic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 4p-methoxyflavonoid-skeleton - 5-hydroxyflavonoid - 7-hydroxyflavonoid - Flavone - Hydroxyflavonoid - Chromone - Benzopyran - 1-benzopyran - Phenoxy compound - Anisole - Methoxybenzene - Phenol ether - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Pyranone - Monocyclic benzene moiety - Pyran - Benzenoid - Heteroaromatic compound - Vinylogous acid - Organoheterocyclic compound - Oxacycle - Ether - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic heteropolycyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' 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

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CYP1A2 Tchem Cytochrome P450 1A2 (3 Activities)

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CYP1B1 Tchem Cytochrome P450 1B1 (5 Activities)

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CYP2C19 Tchem Cytochrome P450 2C19 (1 Activities)

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CYP1A1 Tchem Cytochrome P450 1A1 (3 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MAOB Tclin Amine oxidase [flavin-containing] B (2 Activities)

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MAOA Tclin Amine oxidase [flavin-containing] A (4 Activities)

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KCND3 Tclin Potassium voltage-gated channel subfamily D member 3 (2 Activities)

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KCNA5 Tclin Potassium voltage-gated channel subfamily A member 5 (4 Activities)

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EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)

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NR3C1 Tclin Glucocorticoid receptor (14987 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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MAOA Tclin Monoamine oxidase A (11911 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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MAOB Tclin Monoamine oxidase B (8835 Activities)

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PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

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XDH Tclin Xanthine dehydrogenase (1038 Activities)

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PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)

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KCNH2 Tclin HERG (29587 Activities)

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CYP1B1 Tchem Cytochrome P450 1B1 (1148 Activities)

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GSK3B Tclin Glycogen synthase kinase-3 beta (11785 Activities)

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KCNA5 Tclin Voltage-gated potassium channel subunit Kv1.5 (1353 Activities)

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NEU2 Tbio Sialidase 2 (382 Activities)

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AMY1A Salivary alpha-amylase (100 Activities)

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CYP1A1 Tchem Cytochrome P450 1A1 (1169 Activities)

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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KCND3 Tclin Voltage-gated potassium channel subunit Kv4.3 (100 Activities)

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CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

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

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CDK9 Tchem Cyclin-dependent kinase 9 (2495 Activities)

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AKT1 Tchem Serine/threonine-protein kinase AKT (9192 Activities)

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FLT3 Tclin Tyrosine-protein kinase receptor FLT3 (13481 Activities)

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CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

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CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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TP53 Tchem Cellular tumor antigen p53 (48468 Activities)

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

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MCF7 (126967 Activities)

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SH-SY5Y (11521 Activities)

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SK-MEL-2 (46422 Activities)

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SK-OV-3 (52876 Activities)

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XF498 (12972 Activities)

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A549 (127892 Activities)

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KB (17409 Activities)

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HCT-15 (51914 Activities)

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HIF1A Tchem Hypoxia-inducible factor 1 alpha (6027 Activities)

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MV4-11 (7307 Activities)

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POLI Tchem DNA polymerase iota (116820 Activities)

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

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CDK8 Tchem Cell division protein kinase 8 (1536 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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USP2 Tbio Ubiquitin carboxyl-terminal hydrolase 2 (8818 Activities)

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SMN1 Tchem Survival motor neuron protein (34246 Activities)

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LMNA Tbio Prelamin-A/C (36751 Activities)

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Ppard Peroxisome proliferator-activated receptor delta (358 Activities)

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Mapk1 MAP kinase ERK2 (650 Activities)

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Mmp2 Matrix metalloproteinase-2 (12 Activities)

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Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

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Mmp9 Matrix metalloproteinase 9 (38 Activities)

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Staphylococcus aureus (210822 Activities)

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Mycobacterium tuberculosis (203094 Activities)

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Plasmodium falciparum (966862 Activities)

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Candida albicans (78123 Activities)

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Canis familiaris (36305 Activities)

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Mus musculus (284745 Activities)

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Human immunodeficiency virus 1 (70413 Activities)

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Myzus persicae (1112 Activities)

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CCRF S-180 (1031 Activities)

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CHO-K1 (1115 Activities)

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L1210 (27553 Activities)

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P388 (20296 Activities)

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RAW264.7 (28094 Activities)

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LOX1.1 Seed lipoxygenase-1 (463 Activities)

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Avian myoblastosis virus polyprotein II (68 Activities)

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srtA Sortase A (641 Activities)

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Luciferin 4-monooxygenase (66902 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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BCHE Cholinesterase (8742 Activities)

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Heart (171 Activities)

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Ileum (29 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

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Rhopalosiphum padi (121 Activities)

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Cacna1c L-type calcium channel (8 Activities)

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SARS-CoV-2 (38078 Activities)

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Ip6k2 Inositol hexakisphosphate kinase 2 (3 Activities)

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Meccanismi d'azione

Proprietà chimiche e fisiche

• Solubilità: insoluble in EtOH; insoluble in H2O; ≥10.65 mg/mL in DMSO
• Sensibilità: Moisture sensitive；Heat sensitive；Light sensitive
• Punto di fusione (°C): 269 °C
• Peso molecolare: 284.260 g/mol
• XLogP3: 2.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 284.068 Da
• Monoisotopic Mass: 284.068 Da
• Topological Polar Surface Area: 76.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 424.000
• 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

Riferimenti

1. Xiaoping Zhang, Huiqing Lv, Zuguang Li, Kezhi Jiang, Maw-Rong Lee.  (2014)  HPLC/QTOF-MS/MS application to investigate phenolic constituents from Ficus pandurata H. aerial roots.  BIOMEDICAL CHROMATOGRAPHY,  29  (6): (860-868).  [PMID:25408477] [10.1002/bmc.3366]

2. Nai-Chang Hou, Hui-Hui Gao, Zhao-Jie Qiu, Yan-Hong Deng, Ya-Ting Zhang, Zi-Cheng Yang, Ling-Biao Gu, Hua-Min Liu, Xin-Liang Zhu, Zhao Qin, Xue-De Wang.  (2024)  Quality and active constituents of safflower seed oil: A comparison of cold pressing, hot pressing, Soxhlet extraction and subcritical fluid extraction.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2024.116184]

3. 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]

4. Yujun Zhang, Fengfei Zhao, Feiyi Sun, Haiyan Chen, Lingling Wang, Rendy Hosea, Zheng Zhao, Ben Zhong Tang, Fei Sun, Xinghua Yu.  (2026)  AIE-pharmacology: Acacetin and NMN co-delivery rescues sperm motility.  Materials Today Bio,      [PMID:42388370] [10.1016/j.mtbio.2026.103387]

Domande frequenti

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at 2–8 °C, protected from light, desiccated, under argon. It is supplied under an argon blanket; reseal under inert gas after each use.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 480-44-4, the molecular formula is C16H12O5, and the molecular weight is 284.27 g/mol. InChIKey DANYIYRPLHHOCZ-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.