CAS Number529-44-2
SynonymsDelphidenolon 1575; EINECS 208-463-2; MFCD00006827; 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one; 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one; 3,5,7,3',4',5'-hexahydroxyflavonol; 2-(3,4,5-TRIHYDROXYPHENYL)-3,5,7-TRIHYDROXY-4H-1-BENZOPYRAN-4-ONE; Myricitin; Myricetin; Cannabiscetin; 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one; Myricetol; 3 3' 4' 5 5' 7-hexahydroxyflavone; 3,5,7,3',4',5'-Hexahydroxyflavone; 3,3',4',5,5',7-hexahydroxyflavone
Molecular FormulaC15H10O8
Molecular Weight318.24
Purity≥96.0 (HPLC)%
Density1.9±0.1 g/cm3
Boiling Point747.6±60.0 °C at 760 mmHg
Melting Point≥300 °C
Appearancepowder
EINECS208-463-2
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 529-44-2 |
| Catalog No. | 2A-9011533 |
| Chinese Name | 杨梅素 |
| Synonyms | Delphidenolon 1575; EINECS 208-463-2; MFCD00006827; 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one; 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one; 3,5,7,3',4',5'-hexahydroxyflavonol; 2-(3,4,5-TRIHYDROXYPHENYL)-3,5,7-TRIHYDROXY-4H-1-BENZOPYRAN-4-ONE; Myricitin; Myricetin; Cannabiscetin; 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one; Myricetol; 3 3' 4' 5 5' 7-hexahydroxyflavone; 3,5,7,3',4',5'-Hexahydroxyflavone; 3,3',4',5,5',7-hexahydroxyflavone |
| Molecular Formula | C15H10O8 |
| Molecular Weight | 318.24 |
| Purity | ≥96.0 (HPLC) |
| Density | 1.9±0.1 g/cm3 |
| Boiling Point | 747.6±60.0 °C at 760 mmHg |
| Melting Point | ≥300 °C |
| Appearance | powder |
| Storage Condition | Store in a cool, dry, well-ventilated warehouse. K |
| Application | Myricetin is a common plant-derived flavonoid with a wide range of activities, including strong antioxidant, anticancer, antidiabetic and anti-inflammatory activities. |
| EINECS | 208-463-2 |
| HTC | 2914501900 |
| PubChem ID | 57652239 |
| MDL Number | MFCD00006827 |
| SMILES | Oc1cc(O)c2C(=O)C(O)=C(Oc2c1)c3cc(O)c(O)c(O)c3 |
| InChI | 1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H |
| InChI Key | IKMDFBPHZNJCSN-UHFFFAOYSA-N |
| Beilstein/REAXYS | 332331 |
| NACRES Code | NA.77 |
| UNSPSC | 12352202 |
| Hazard Symbols | Transport |
| MSDS | msds/11533_1_529_44_2.pdf |
| Bioactivity | Myricetin is a common plant-derived flavonoid with a wide range of activities including strong anti-oxidant, anticancer, antidiabetic and anti-inflammatory activities. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Natural Products >> Flavonoids Research Areas >> Cancer In Vitro Myricetin exhibits the scavenging activity towards a number of radicals and ions. It displays poor activity (IC50 value=1.4 mg/mL) in a superoxide dismutase (SOD)-like activity assay[1]. It prevents cancer cell death via apoptosis via regulation of PI3K/Akt and MAPK signalling pathways[2]. Myricetin exhibits antiphotoaging effects by quenching causative free radicals in the skin. Myricetin is able to suppress UVB-induced COX-2 expression in mouse skin epidermal JB6 P+ cells. It inhibits UVB-induced initiation of activator protein-1 and NF-κβ, as well as Fyn kinase activity[1]. Myricetin inhibits viability of SKOV3 ovarian cancer cells in a dose-dependent manner. It induces DNA DSBs and ER stress, which leads to apoptosis in SKOV3 cells[3]. Myricetin inhibits human Hsp70 by more than 80% with IC50 values of 83, 11 and 12 μM, respectively[4]. In Vivo Treatment of orthotopic pancreatic tumors with myricetin results in tumor regression and decreases metastatic spread[2]. Exposure to 150 μM myricetin causes 14%, 26%, 5% and 49% inhibition of rabbit platelet aggregation, induced by ADP, arachidonic acid, collagen and PAF, respectively[5]. Cell Assay Pancreatic cancer cells (MIA PaCa-2, Panc-1 or S2-013) or normal pancreatic ductal cells (PDCs) are treated with myricetin (12.5-200 μM). Cell viability is determined using the Dojindo Cell Counting Kit-8. Cells are seeded onto a 96-well plate at 1×104 cells per well and allowed to adhere overnight. After treatment with myricetin at various concentrations for 24 hours, 10 μL of the tetrazolium substrate is added to each well of the plate. Plates are incubated at 37°C for 1 hour, after which the absorbance at 450 nm is measured[2]. Animal Admin Mice: Mice are given daily intraperitoneal injections of myricetin (30mg/kg in the MIA PaCa-2 model and 50mg/kg in the S2-013 model) or vehicle (DMSO) for 35 days (MIA PaCa-2 model) or 18 days (S2-013 model). Ultrasound measurements are performed at regular intervals to monitor tumor growth. At the end of the in vivo experiment, tumor size is measured using calipers and tumor volume is calculated[2]. References [1]. Semwal DK, et al. Myricetin: A Dietary Molecule with Diverse Biological Activities. Nutrients. 2016 Feb 16;8(2):90. [2]. Phillips PA, et al. Myricetin induces pancreatic cancer cell death via the induction of apoptosis and inhibition of thephosphatidylinositol 3-kinase (PI3K) signaling pathway. Cancer Lett. 2011 Sep 28;308(2):181-8. [3]. Xu Y, et al. Myricetin induces apoptosis via endoplasmic reticulum stress and DNA double-strand breaks in human ovarian cancer cells. Mol Med Rep. 2016 Mar;13(3):2094-100. [4]. Jinwal UK, et al. Chemical Manipulation of Hsp70 ATPase Activity Regulates Tau Stability. J Neurosci. 2009 Sep 30;29(39):12079-88. [5]. Tzeng SH, et al. Inhibition of platelet aggregation by some flavonoids. Thromb Res. 1991 Oct 1;64(1):91-100. Chemical & Physical Properties Density 1.9±0.1 g/cm3 Boiling Point 747.6±60.0 °C at 760 mmHg Melting Point >300 °C(lit.) Molecular Formula C15H10O8 Molecular Weight 318.235 Flash Point 285.9±26.4 °C Exact Mass 318.037567 PSA 151.59000 LogP 2.11 Vapour Pressure 0.0±2.6 mmHg at 25°C Index of Refraction 1.864 InChIKey IKMDFBPHZNJCSN-UHFFFAOYSA-N SMILES O=c1c(O)c(-c2cc(O)c(O)c(O)c2)oc2cc(O)cc(O)c12 Storage condition Refrigerator |
| Use of | Myricetin is a common plant-derived flavonoid with a wide range of activities including strong anti-oxidant, anticancer, antidiabetic and anti-inflammatory activities. Properties Articles133 Name myricetin Synonym More Synonyms Myricetin Biological Activity Description Myricetin is a common plant-derived flavonoid with a wide range of activities including strong anti-oxidant, anticancer, antidiabetic and anti-inflammatory activities. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Natural Products >> Flavonoids Research Areas >> Cancer In Vivo Treatment of orthotopic pancreatic tumors with myricetin results in tumor regression and decreases metastatic spread[2]. Exposure to 150 μM myricetin causes 14%, 26%, 5% and 49% inhibition of rabbit platelet aggregation, induced by ADP, arachidonic acid, collagen and PAF, respectively[5]. References [1]. Semwal DK, et al. Myricetin: A Dietary Molecule with Diverse Biological Activities. Nutrients. 2016 Feb 16;8(2):90. [2]. Phillips PA, et al. Myricetin induces pancreatic cancer cell death via the induction of apoptosis and inhibition of thephosphatidylinositol 3-kinase (PI3K) signaling pathway. Cancer Lett. 2011 Sep 28;308(2):181-8. [3]. Xu Y, et al. Myricetin induces apoptosis via endoplasmic reticulum stress and DNA double-strand breaks in human ovarian cancer cells. Mol Med Rep. 2016 Mar;13(3):2094-100. [4]. Jinwal UK, et al. Chemical Manipulation of Hsp70 ATPase Activity Regulates Tau Stability. J Neurosci. 2009 Sep 30;29(39):12079-88. [5]. Tzeng SH, et al. Inhibition of platelet aggregation by some flavonoids. Thromb Res. 1991 Oct 1;64(1):91-100. Chemical & Physical Properties Molecular Formula C15H10O8 Exact Mass 318.037567 PSA 151.59000 Index of Refraction 1.864 InChIKey IKMDFBPHZNJCSN-UHFFFAOYSA-N Storage condition Refrigerator |
| Tax Rebate | 9.0% |
| Supervision | none |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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