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520-28-5,MFCD00016945
Catalog No.:AA00D8M9

520-28-5 | Tectochrysin

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5mg
≥98%
in stock  
$53.00   $37.00
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10mg
≥98%
in stock  
$89.00   $62.00
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50mg
≥98%
in stock  
$310.00   $217.00
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100mg
≥98%
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$463.00   $324.00
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250mg
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$906.00   $634.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00D8M9
Chemical Name:
Tectochrysin
CAS Number:
520-28-5
Molecular Formula:
C16H12O4
Molecular Weight:
268.2641
MDL Number:
MFCD00016945
SMILES:
COc1cc(O)c2c(c1)oc(cc2=O)c1ccccc1
NSC Number:
80687
Properties
Properties
 
BP:
487.4°C at 760 mmHg  
Form:
Solid  
MP:
166-168 °C  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
397  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
2  
XLogP3:
2.4  

Downstream Synthesis Route

[1]Marques,Joana;Silva,ArturM.S.;Marques,MariaPaulaM.;Braga,SusanaS.[InorganicaChimicaActa,2019,vol.488,p.71-79]

[2]Noshita,Toshiro;Miura,Kaori;Ikeda,Kaoru;Ouchi,Hidekazu;Matsumoto,Takuya;Tai,Akihiro[NaturalMedicines,2018,vol.72,#2,p.551-556]

[3]Raoetal.[Proceedings-IndianAcademyofSciences,SectionA,1947,#25,p.427,430]

[4]Comte;Daskiewicz;Bayet;Conseil;Viornery-Vanier;Dumontet;DiPietro;Barron[JournalofMedicinalChemistry,2001,vol.44,#5,p.763-768]

[5]Locationinpatent:experimentalpartRighi,Giuliana;Antonioletti,Roberto;Silvestri,IlariaProietti;D'Antona,Nicola;Lambusta,Daniela;Bovicelli,Paolo[Tetrahedron,2010,vol.66,#6,p.1294-1298]

[1]Boutefnouchet,Sabrina;Bouzidi,Chouaha;Cojean,Sandrine;Figadère,Bruno;Grougnet,Raphaël;Maciuk,Alexandre;Michel,Sylvie;Ortiz,Sergio;Vásquez-Ocmín,PedroG.[BioorganicChemistry,2020,vol.104]

[2]Lu,Kui;Chu,Jie;Wang,Haomeng;Fu,Xiaoli;Quan,Dewu;Ding,Hongxia;Yao,Qingwei;Yu,Peng[TetrahedronLetters,2013,vol.54,#47,p.6345-6348]

[3]Thevenin,Marion;Mouray,Elisabeth;Grellier,Philippe;Dubois,Joelle[EuropeanJournalofOrganicChemistry,2014,vol.2014,#14,p.2986-2992]

[4]Piccard[ChemischeBerichte,1877,vol.10,p.177]

[5]Wang,Shao-Hung;Chen,Ching-Hsein;Lo,Chih-Yu;Feng,Ji-Zhen;Lin,Hong-Jhih;Chang,Po-Ya;Yang,Ling-Ling;Chen,Lih-Geeng;Liu,Yi-Wen;Kuo,Cheng-Deng;Wu,Jin-Yi[MedChemComm,2015,vol.6,#10,p.1864-1873]

[6]Moreira,Joana;Ribeiro,Diana;Silva,PatríciaM.A.;Nazareth,Nair;Monteiro,Madalena;Palmeira,Andreia;Saraiva,Lucília;Pinto,Madalena;Bousbaa,Hassan;Cidade,Honorina[Molecules,2019,vol.24,#1]

[1]Mentzeretal.[BulletindelaSocietedeChimieBiologique,1954,vol.36,p.1137,1139,1146]

[1]Donnely,JohnA.;Quigley,Killian[JournaloftheChemicalSociety.PerkintransactionsI,1980,p.1299-1305]

520-28-5    74808-09-6   
7-Methoxy-2-phenyl-5-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-chromen-4-one 

[1]Mahling;Schmidt[Synthesis,1993,#3,p.325-328]

Literature

Title: 5-Hydroxy-7-methoxyflavone inhibits N-formyl-L-methionyl-L-leucyl-L-phenylalanine-induced superoxide anion production by specific modulate membrane localization of Tec with a PI3K independent mechanism in human neutrophils.

Journal: Biochemical pharmacology 20120715

Title: Computational prediction of metabolism: sites, products, SAR, P450 enzyme dynamics, and mechanisms.

Journal: Journal of chemical information and modeling 20120326

Title: Antimicrobial flavonoids from the twigs of Populus nigra x Populus deltoides.

Journal: Natural product research 20120101

Title: Docking and 3D-QSAR (quantitative structure activity relationship) studies of flavones, the potent inhibitors of p-glycoprotein targeting the nucleotide binding domain.

Journal: European journal of medicinal chemistry 20110901

Title: Chemical composition of the ethanolic propolis extracts and its effect on HeLa cells.

Journal: Journal of ethnopharmacology 20110601

Title: Structural requirements of flavonoids for the adipogenesis of 3T3-L1 cells.

Journal: Bioorganic & medicinal chemistry 20110501

Title: The biochemical and cellular basis for nutraceutical strategies to attenuate neurodegeneration in Parkinson's disease.

Journal: International journal of molecular sciences 20110101

Title: Evaluation of antiaggregatory activity of flavonoid aglycone series.

Journal: Nutrition journal 20110101

Title: Polyphenolic fraction of Algerian propolis protects rat kidney against acute oxidative stress induced by doxorubicin.

Journal: Indian journal of nephrology 20110101

Title: Bioactive constituents and medicinal importance of genus Alnus.

Journal: Pharmacognosy reviews 20110101

Title: [Chemical constituents of roots of Saposhnikovia divaricata].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20100601

Title: Cytotoxicity against KB and NCI-H187 cell lines of modified flavonoids from Kaempferia parviflora.

Journal: Bioorganic & medicinal chemistry letters 20100501

Title: Study on the constituents of Mexican propolis and their cytotoxic activity against PANC-1 human pancreatic cancer cells.

Journal: Journal of natural products 20100423

Title: Methylation of dietary flavones increases their metabolic stability and chemopreventive effects.

Journal: International journal of molecular sciences 20091101

Title: Modeling of the aryl hydrocarbon receptor (AhR) ligand binding domain and its utility in virtual ligand screening to predict new AhR ligands.

Journal: Journal of medicinal chemistry 20090924

Title: New furanoflavanoids, intestinal alpha-glucosidase inhibitory and free-radical (DPPH) scavenging, activity from antihyperglycemic root extract of Derris indica (Lam.).

Journal: Bioorganic & medicinal chemistry 20090715

Title: Main flavonoids, DPPH activity, and metal content allow determination of the geographical origin of propolis from the Province of San Juan (Argentina).

Journal: Journal of agricultural and food chemistry 20090408

Title: [Studies on chemical constituents in fruit of Alpinia oxyphylla].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090401

Title: A novel two mode-acting inhibitor of ABCG2-mediated multidrug transport and resistance in cancer chemotherapy.

Journal: PloS one 20090101

Title: From functional food to medicinal product: systematic approach in analysis of polyphenolics from propolis and wine.

Journal: Nutrition journal 20090101

Title: Bioactivity of flavonoids isolated from Lychnophora markgravii against Leishmania amazonensis amastigotes.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20090101

Title: NSC23925, identified in a high-throughput cell-based screen, reverses multidrug resistance.

Journal: PloS one 20090101

Title: Chemical composition and botanical origin of red propolis, a new type of brazilian propolis.

Journal: Evidence-based complementary and alternative medicine : eCAM 20080901

Title: QSAR modeling of the interaction of flavonoids with GABA(A) receptor.

Journal: European journal of medicinal chemistry 20080801

Title: Urease inhibitor from Datisca cannabina linn.

Journal: Journal of enzyme inhibition and medicinal chemistry 20080601

Title: Anti-allergic activity of compounds from Kaempferia parviflora.

Journal: Journal of ethnopharmacology 20080227

Title: Bioavailable flavonoids: cytochrome P450-mediated metabolism of methoxyflavones.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20071101

Title: ZD6474 reverses multidrug resistance by directly inhibiting the function of P-glycoprotein.

Journal: British journal of cancer 20071008

Title: Bioactive secondary metabolites from Boesenbergia pandurata of Myanmar and their preferential cytotoxicity against human pancreatic cancer PANC-1 cell line in nutrient-deprived medium.

Journal: Journal of natural products 20071001

Title: Inhibition of viral proteases by Zingiberaceae extracts and flavones isolated from Kaempferia parviflora.

Journal: Die Pharmazie 20060801

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Evaluation of the main contact allergens in propolis (1995 to 2005).

Journal: Dermatitis : contact, atopic, occupational, drug 20050901

Title: Flavonoid structure-activity studies identify 6-prenylchrysin and tectochrysin as potent and specific inhibitors of breast cancer resistance protein ABCG2.

Journal: Cancer research 20050601

Title: Phytochemistry and preliminary biological evaluation of Cyathostemma argenteum, a malaysian plant used traditionally for the treatment of breast cancer.

Journal: Phytotherapy research : PTR 20040701

Title: Synthesis and PGE2 inhibitory activity of 5,7-dihydroxyflavones and their O-methylated flavone analogs.

Journal: Archives of pharmacal research 20030501

Title: In vivo anti-oxidant activities of tectochrysin.

Journal: Archives of pharmacal research 20030101

Title: Trypanocidal activity of Lychnophora staavioides Mart. (Vernonieae, Asteraceae).

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20030101

Title: Absolute stereostructures of three new sesquiterpenes from the fruit of Alpinia oxyphylla with inhibitory effects on nitric oxide production and degranulation in RBL-2H3 cells.

Journal: Journal of natural products 20021001

Title: Induction of human UDP-glucuronosyltransferase UGT1A1 by flavonoids-structural requirements.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20020501

Title: Constituents of Chinese propolis and their antiproliferative activities.

Journal: Journal of natural products 20020501

Title: C-Isoprenylation of flavonoids enhances binding affinity toward P-glycoprotein and modulation of cancer cell chemoresistance.

Journal: Journal of medicinal chemistry 20010301

Title: Inhibition of HIV activation in latently infected cells by flavonoid compounds.

Journal: AIDS research and human retroviruses 19960101

Title: Park MH, et al. Anticancer effect of Tectochrysin in colon cancer cell via suppression of NF-kappaB activity and enhancement of death receptor expression. Mol Cancer. 2015 Jun 30;14:124.

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