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Myricitrin - 98%, high purity , CAS No.17912-87-7

6 Citations

≥98%

CAS#: 17912-87-7
Formula: C₂₁H₂₀O₁₂
Molecular Weight: 464.38
EC Number: 241-856-7
MDL number: MFCD00016930
PubChem CID: 5281673

Item Number

M111444

Grouped product items
SKU	Size	Availability	Price
M111444-20mg	20mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$216.90
M111444-100mg	100mg	In stock	$431.90
M111444-1g	1g	In stock	$860.90
M111444-5g	5g	In stock	$1,718.90
M111444-25g	25g	In stock	$3,434.90

Flavonoid compound. Various pharmacological activities.

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monosaccharide Six-Membered Heterocyclic Compounds

Basic Description

Synonyms	3-[(6-deoxy- \| 3-[(2S,3R,4R,5R,6S)-6-methyl-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-5,7-bis(oxidanyl)-2-[3,4,5-tris(oxidanyl)phenyl]chromen-4-one \| 5,7-dihydroxy-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-2-(3,4,5-trihydroxyphen
Specifications & Purity	≥98%
Biochemical and Physiological Mechanisms	Flavonoid compound. Various pharmacological activities. Cell-permeable NO and PKC inhibitor (K i = 12 μM, PKC). ATP-competitive CKI inhibitor (K i = 9 μM). Non-ATP-competitive inhibitor of MEK-1 (IC 50 = 3 μM). Shows anxiolytic and antipsychotic-like effe
Storage Temp	Store at 2-8°C,Argon charged
Shipped In	Wet ice
Note	Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Associated Targets(Human)

TYR Tclin Tyrosinase (717 Activities)

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POLB Tchem DNA polymerase beta (23632 Activities)

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APP Tclin Amyloid-beta A4 protein (8510 Activities)

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PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)

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GAA Tclin Lysosomal alpha-glucosidase (35701 Activities)

Discover Target: GAA

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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PTPRB Tchem Receptor-type tyrosine-protein phosphatase beta (330 Activities)

Discover Target: PTPRB

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MPI Tchem Mannose-6-phosphate isomerase (940 Activities)

Discover Target: MPI

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PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)

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THP-1 (11052 Activities)

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A549 (127892 Activities)

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KB (17409 Activities)

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FEN1 Tchem Flap endonuclease 1 (12055 Activities)

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POLK Tbio DNA polymerase kappa (8653 Activities)

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POLI Tchem DNA polymerase iota (116820 Activities)

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P4HB Tchem Protein disulfide-isomerase (716 Activities)

Discover Target: P4HB

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POLH Tchem DNA polymerase eta (21678 Activities)

Discover Target: POLH

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KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)

Discover Target: KDM4A

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APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

Discover Target: APEX1

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

Discover Target: KDM4E

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RECQL Tbio ATP-dependent DNA helicase Q1 (5575 Activities)

Discover Target: RECQL

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MBNL1 Tbio Muscleblind-like protein 1 (34431 Activities)

Discover Target: MBNL1

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CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

Discover Target: CBX1

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BAZ2B Tchem Bromodomain adjacent to zinc finger domain protein 2B (56204 Activities)

Discover Target: BAZ2B

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SLCO2B1 Tchem Solute carrier organic anion transporter family member 2B1 (580 Activities)

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ATXN2 Tbio Ataxin-2 (54410 Activities)

Discover Target: ATXN2

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RAPGEF3 Tchem Rap guanine nucleotide exchange factor 3 (15528 Activities)

Discover Target: RAPGEF3

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RUNX1 Tbio Runt-related transcription factor 1/Core-binding factor subunit beta (7867 Activities)

Discover Target: RUNX1

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GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)

Discover Target: GLS

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Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Bacillus cereus (7522 Activities)

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Pichia kudriavzevii (7448 Activities)

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Plasmodium falciparum (966862 Activities)

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Candida albicans (78123 Activities)

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Nakaseomyces glabratus (9108 Activities)

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Candida parapsilosis (8521 Activities)

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Candida tropicalis (8381 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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norA Quinolone resistance protein norA (2171 Activities)

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ddn Putative uncharacterized protein (49 Activities)

Discover Target: ddn

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Plasma (328 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

Discover Target: Mapt

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fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)

Discover Target: fba

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

Discover Target: ffp

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pos-1 Cytoplasmic zinc-finger protein (1690 Activities)

Discover Target: pos-1

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mex-5 Zinc finger protein mex-5 (1676 Activities)

Discover Target: mex-5

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rmlD dTDP-4-dehydrorhamnose reductase (49 Activities)

Discover Target: rmlD

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Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

IUPAC Name	5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
INCHI	InChI=1S/C21H20O12/c1-6-14(26)17(29)18(30)21(31-6)33-20-16(28)13-9(23)4-8(22)5-12(13)32-19(20)7-2-10(24)15(27)11(25)3-7/h2-6,14,17-18,21-27,29-30H,1H3/t6-,14-,17+,18+,21-/m0/s1
InChi Key	DCYOADKBABEMIQ-OWMUPTOHSA-N
Canonical SMILES	CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C(=C4)O)O)O)O)O)O
Isomeric SMILES	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C(=C4)O)O)O)O)O)O
WGK Germany	3
PubChem CID	5281673
Molecular Weight	464.38

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

6 results found

Lot Number	Certificate Type	Date	Item
C2316779	Certificate of Analysis	May 23, 2022	M111444
E2410020	Certificate of Analysis	May 23, 2022	M111444
I2208804	Certificate of Analysis	May 23, 2022	M111444
I2208981	Certificate of Analysis	May 23, 2022	M111444
I2208982	Certificate of Analysis	May 23, 2022	M111444
K2321253	Certificate of Analysis	May 23, 2022	M111444

Chemical and Physical Properties

Sensitivity	Heat sensitive
Specific Rotation[α]	-149 to -154 deg(C=0.5、MeOH)
Melt Point(°C)	197°C

Safety and Hazards(GHS)

WGK Germany	3

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Hongting Deng, Yuanju He, Hui Cao, Lei Chen, Hui Teng. (2022) New insight into the effect of hydroxyl substituted flavonoids on the cytotoxicity of 2-amino-3-methylimidazo[4,5-f]quinoline. Food Frontiers, 4 (1): (289-296). [PMID:] [10.1002/fft2.194]
2. Ying Li, Haiming Hu, Huabing Yang, Aizhen Lin, Hui Xia, Xue Cheng, Mingwang Kong, Hongtao Liu. (2022) Vine Tea (Ampelopsis grossedentata) Extract Attenuates CCl4-Induced Liver Injury by Restoring Gut Microbiota Dysbiosis in Mice. MOLECULAR NUTRITION & FOOD RESEARCH, 66 (9): (2100892). [PMID:35188709] [10.1002/mnfr.202100892]
3. Yilong Liu, Xianan Zhang, Liuhuan Zhan, Chang Xu, Linxiao Sun, Huamin Jiang, Chongde Sun, Xian Li. (2020) LC-Q-TOF-MS Characterization of Polyphenols from White Bayberry Fruit and Its Antidiabetic Effect in KK-Ay Mice. ACS Omega, 5 (28): (17839–17849). [PMID:32715269] [10.1021/acsomega.0c02759]
4. Yu-Mei Zhao, Lv-Huan Wang, Si-Fan Luo, Qi-Qin Wang, Ruin Moaddel, Ting-Ting Zhang, Zheng-Jin Jiang. (2018) Magnetic beads-based neuraminidase enzyme microreactor as a drug discovery tool for screening inhibitors from compound libraries and fishing ligands from natural products. JOURNAL OF CHROMATOGRAPHY A, 1568 (123). [PMID:30005943] [10.1016/j.chroma.2018.07.031]
5. Yang Huang, Ying Feng, Guangyun Tang, Minyi Li, Tingting Zhang, Marianne Fillet, Jacques Crommen, Zhengjin Jiang. (2017) Development and validation of a fast SFC method for the analysis of flavonoids in plant extracts. JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 140 (384). [PMID:28347593] [10.1016/j.jpba.2017.03.012]
6. Suyun Lin, Guowen Zhang, Yijing Liao, Junhui Pan, Deming Gong. (2015) Dietary Flavonoids as Xanthine Oxidase Inhibitors: Structure–Affinity and Structure–Activity Relationships. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 63 (35): (7784–7794). [PMID:26285120] [10.1021/acs.jafc.5b03386]

References

1. Ching-Huai Ko,Shing-Chuan Shen,Tony J F Lee,Yen-Chou Chen. (2005-02-17) Myricetin inhibits matrix metalloproteinase 2 protein expression and enzyme activity in colorectal carcinoma cells.. Molecular cancer therapeutics, 4 ((2)): (281-290). [PMID:15713899]
2. Yong-Jun Li,Xun He,Li-Na Liu,Yan-Yu Lan,Ai-Min Wang,Yong-Lin Wang. (2005-04-07) [Studies on chemical constituents in herb of Polygonum orientale].. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 30 ((6)): (444-446). [PMID:15810451]
3. Atsushi Yokomizo,Masamitsu Moriwaki. (2005-10-01) Transepithelial permeability of myricitrin and its degradation by simulated digestion in human intestinal Caco-2 cell monolayer.. Bioscience, biotechnology, and biochemistry, 69 ((9)): (1774-1776). [PMID:16195600]
4. Flavia Carla Meotti,Ana Paula Luiz,Moacir Geraldo Pizzolatti,Cândida A L Kassuya,João B Calixto,Adair R S Santos. (2005-11-02) Analysis of the antinociceptive effect of the flavonoid myricitrin: evidence for a role of the L-arginine-nitric oxide and protein kinase C pathways.. The Journal of pharmacology and experimental therapeutics, 316 ((2)): (789-796). [PMID:16260583]
5. Ryosuke Shimizu,Hiroshi Shimabayashi,Masamitsu Moriwaki. (2006-04-26) Enzymatic production of highly soluble myricitrin glycosides using beta-galactosidase.. Bioscience, biotechnology, and biochemistry, 70 ((4)): (940-948). [PMID:16636462]
6. Xin Zhong Zhang,Yong Bo Zhao,Chun Min Li,Dong Mei Chen,Guang Peng Wang,Rui Feng Chang,Huai Rui Shu. (2006-05-02) Potential polyphenol markers of phase change in apple (Malus domestica).. Journal of plant physiology, 164 ((5)): (574-580). [PMID:16647787]
7. Simone Quintyne-Walcott,Anderson R Maxwell,William F Reynolds. (2007-08-07) Crotogossamide, a cyclic nonapeptide from the latex of Croton gossypifolius.. Journal of natural products, 70 ((8)): (1374-1376). [PMID:17676801]
8. Dan Li,Ming-Sheng Liu,Zhan-Lin Li,Sheng-Li Kang,Hui-Ming Hua. (2008-06-07) [Studies on chemical constituents of Heliciopsis lobata II].. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 33 ((4)): (409-411). [PMID:18533498]
9. Xiuling Yang,Xiaowei Zhang,Zhifang Yuan,Xiaona Li,Lantong Zhang,Lifang Fan. (2009-09-24) Simultaneous determination of myricitrin, hyperin, quercitroside, and quercetin in Folium Rhododendri Micranthi by RP-HPLC.. Journal of chromatographic science, 47 ((8)): (714-717). [PMID:19772751]
10. Fabiana Izilda Biso,Clenilson Martins Rodrigues,Daniel Rinaldo,Mariana Bisarro dos Reis,Caroline Cristiane Bernardi,José Carlos Pelielo de Mattos,Adriano Caldeira-de-Araújo,Wagner Vilegas,Ilce Mara de Syllos Cólus,Eliana Aparecida Varanda. (2010-08-10) Assessment of DNA damage induced by extracts, fractions and isolated compounds of Davilla nitida and Davilla elliptica (Dilleniaceae).. Mutation research, 702 ((1)): (92-99). [PMID:20692361]
11. Dawood Hattas,Joakim Hjältén,Riitta Julkunen-Tiitto,Peter F Scogings,Tuulikki Rooke. (2011-05-31) Differential phenolic profiles in six African savanna woody species in relation to antiherbivore defense.. Phytochemistry, 72 ((14-15)): (1796-1803). [PMID:21621803]
12. M Pereira,I P Siba,L R Chioca,D Correia,M A B F Vital,M G Pizzolatti,A R S Santos,R Andreatini. (2011-06-22) Myricitrin, a nitric oxide and protein kinase C inhibitor, exerts antipsychotic-like effects in animal models.. Progress in neuro-psychopharmacology & biological psychiatry, 35 ((7)): (1636-1644). [PMID:21689712]
13. Morina Adfa,Yosuke Hattori,Masayuki Ninomiya,Yasuhiro Funahashi,Tsuyoshi Yoshimura,Mamoru Koketsu. (2012-03-03) Chemical constituents of Indonesian plant Protium javanicum Burm. f. and their antifeedant activities against Coptotermes formosanus Shiraki.. Natural product research, 27 ((3)): (270-273). [PMID:22379948]
14. Morio Yoshimura,Saori Yamakami,Yoshiaki Amakura,Takashi Yoshida. (2012-10-17) Diarylheptanoid sulfates and related compounds from Myrica rubra bark.. Journal of natural products, 75 ((10)): (1798-1802). [PMID:23066712]
15. Gui-Bo Sun,Meng Qin,Jing-xue Ye,Rui-le Pan,Xiang-bao Meng,Min Wang,Yun Luo,Zong-yang Li,Hong-wei Wang,Xiao-bo Sun. (2013-05-04) Inhibitory effects of myricitrin on oxidative stress-induced endothelial damage and early atherosclerosis in ApoE-/- mice.. Toxicology and applied pharmacology, 271 ((1)): (114-126). [PMID:23639522]
16. Qiang Huang,Bo Gao,Long Wang,Ya-Qian Hu,Wei-Guang Lu,Liu Yang,Zhuo-Jing Luo,Jian Liu. (2014-08-19) Protective effects of myricitrin against osteoporosis via reducing reactive oxygen species and bone-resorbing cytokines.. Toxicology and applied pharmacology, 280 ((3)): (550-560). [PMID:25130202]
17. Atsushi Yokomizo,Masamitsu Moriwaki. (2005-04-26) Myricitrin degraded by simulated digestion inhibits oxidation of human low-density lipoprotein.. Bioscience, biotechnology, and biochemistry, 69 ((4)): (693-699). [PMID:15849406]
18. Flavia Carla Meotti,Fabiana Cristina Missau,Juliano Ferreira,Moacir Geraldo Pizzolatti,Cristina Mizuzaki,Cristina Wayne Nogueira,Adair R S Santos. (2006-10-31) Anti-allodynic property of flavonoid myricitrin in models of persistent inflammatory and neuropathic pain in mice.. Biochemical pharmacology, 72 ((12)): (1707-1713). [PMID:17070780]
19. Flavia Carla Meotti,Roselei Fachinetto,Liana C Maffi,Fabiana Cristina Missau,Moacir Geraldo Pizzolatti,João B T Rocha,Adair R S Santos. (2007-05-01) Antinociceptive action of myricitrin: involvement of the K+ and Ca2+ channels.. European journal of pharmacology, 567 ((3)): (198-205). [PMID:17467689]
20. Flavia Carla Meotti,Thaís Posser,Fabiana Cristina Missau,Moacir Geraldo Pizzolatti,Rodrigo Bainy Leal,Adair R S Santos. (2007-08-07) Involvement of p38MAPK on the antinociceptive action of myricitrin in mice.. Biochemical pharmacology, 74 ((6)): (924-931). [PMID:17678631]
21. Flavia Carla Meotti,Revathy Senthilmohan,D Tim Harwood,Fabiana Cristina Missau,Moacir G Pizzolatti,Anthony J Kettle. (2007-10-30) Myricitrin as a substrate and inhibitor of myeloperoxidase: implications for the pharmacological effects of flavonoids.. Free radical biology & medicine, 44 ((1)): (109-120). [PMID:17963707]
22. Sebastian P Fernandez,Michael Nguyen,Tin Thing Yow,Cindy Chu,Graham A R Johnston,Jane R Hanrahan,Mary Chebib. (2009-04-24) The flavonoid glycosides, myricitrin, gossypin and naringin exert anxiolytic action in mice.. Neurochemical research, 34 ((10)): (1867-1875). [PMID:19387830]
23. Marina Machado Córdova,Maria Fernanda de Paula Werner,Morgana Duarte da Silva,Ana Paula Ruani,Moacir Geraldo Pizzolatti,Adair R S Santos. (2011-02-15) Further antinociceptive effects of myricitrin in chemical models of overt nociception in mice.. Neuroscience letters, 495 ((3)): (173-177). [PMID:21315136]
24. Lalith Jayasinghe,Nilupa R Amarasinghe,B G Suranga Arundathie,G Kalinga Rupasinghe,N H Ayona N Jayatilake,Yoshinori Fujimoto. (2011-09-20) Antioxidant flavonol glycosides from Elaeocarpus serratus and Filicium decipiens.. Natural product research, 26 ((8)): (717-721). [PMID:21923561]
25. Wei Chen,Jingjing Zhuang,Ya Li,Yang Shen,Xiaodong Zheng. (2013-06-26) Myricitrin protects against peroxynitrite-mediated DNA damage and cytotoxicity in astrocytes.. Food chemistry, 141 ((2)): (927-933). [PMID:23790869]
26. Pushpendra Singh,Felix Bast. (2015-04-22) Screening and biological evaluation of myricetin as a multiple target inhibitor insulin, epidermal growth factor, and androgen receptor; in silico and in vitro.. Investigational new drugs, 33 ((3)): (575-593). [PMID:25895100]
27. Ruiqian Li,Libing Hu,Chen Hu,Qiling Wang,Yonghong Lei,Bin Zhao. (2019-12-13) Myricitrin protects against cisplatin-induced kidney injury by eliminating excessive reactive oxygen species.. International urology and nephrology, 52 ((1)): (187-196). [PMID:31828476]
28. Hongting Deng, Yuanju He, Hui Cao, Lei Chen, Hui Teng. (2022) New insight into the effect of hydroxyl substituted flavonoids on the cytotoxicity of 2-amino-3-methylimidazo[4,5-f]quinoline. Food Frontiers, 4 (1): (289-296). [PMID:] [10.1002/fft2.194]
29. Ying Li, Haiming Hu, Huabing Yang, Aizhen Lin, Hui Xia, Xue Cheng, Mingwang Kong, Hongtao Liu. (2022) Vine Tea (Ampelopsis grossedentata) Extract Attenuates CCl4-Induced Liver Injury by Restoring Gut Microbiota Dysbiosis in Mice. MOLECULAR NUTRITION & FOOD RESEARCH, 66 (9): (2100892). [PMID:35188709] [10.1002/mnfr.202100892]
30. Yilong Liu, Xianan Zhang, Liuhuan Zhan, Chang Xu, Linxiao Sun, Huamin Jiang, Chongde Sun, Xian Li. (2020) LC-Q-TOF-MS Characterization of Polyphenols from White Bayberry Fruit and Its Antidiabetic Effect in KK-Ay Mice. ACS Omega, 5 (28): (17839–17849). [PMID:32715269] [10.1021/acsomega.0c02759]
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Myricitrin - 98%, high purity , CAS No.17912-87-7

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