| 词条 | 3-Hydroxyflavone |
| 释义 |
| Watchedfields = changed | verifiedrevid = 477218738 | Name = 3-Hydroxyflavone | ImageFile = Flavonol.svg | ImageAlt = Skeletal formula of 3-hydroxyflavone | ImageFile1 = 3-Hydroxyflavone-3D-balls.png | ImageAlt1 = Ball-and-stick model of the 3-hydroxyflavone molecule | IUPACName = 3-hydroxy-2-phenylchromen-4-one | OtherNames= 3-Hydroxyflavone Flavon-3-ol 3-HF 3-Hydroxy-2-phenylchromone |Section1={{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 10871 | KEGG_Ref = {{keggcite|correct|kegg}} | KEGG = C01495 | InChI = 1/C15H10O3/c16-13-11-8-4-5-9-12(11)18-15(14(13)17)10-6-2-1-3-7-10/h1-9,17H | InChIKey = HVQAJTFOCKOKIN-UHFFFAOYAX | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 294009 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C15H10O3/c16-13-11-8-4-5-9-12(11)18-15(14(13)17)10-6-2-1-3-7-10/h1-9,17H | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = HVQAJTFOCKOKIN-UHFFFAOYSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 577-85-5 | PubChem = 11349 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 5078 | SMILES = O=C1c3c(O/C(=C1/O)c2ccccc2)cccc3 }} |Section2={{Chembox Properties | Formula = C15H10O3 | MolarMass = 238.23 g/mol | Density = 1.367 g/mL | MeltingPt = | BoilingPt = }}3-Hydroxyflavone is a chemical compound. It is the backbone of all flavonols, a type of flavonoid. It is a synthetic compound, which is not found naturally in plants. It serves as a model molecule as it possesses an excited-state intramolecular proton transfer (ESIPT) effect[1] to serve as a fluorescent probe to study membranes for example[2] or intermembrane proteins.[3] The green tautomer emission (λmax ≈ 524 nm) and blue-violet normal emission (λmax ≈ 400 nm) originate from two different ground state populations of 3HF molecules.[4] The phenomenon also exists in natural flavonols. Although 3-hydroxyflavone is almost insoluble in water, its aqueous solubility (hence bio-availability) can be increased by encapsulation in cyclodextrin cavitiies [5] SynthesisThe Algar-Flynn-Oyamada reaction is a chemical reaction whereby a chalcone undergoes an oxidative cyclization to form a flavonol. References1. ^All-optical switchings of 3-hydroxyflavone in different solvents. Wu Feng, Lin Lie, Li Xiang-Ping, Yu Ya-Xin, Zhang Gui-Lan and Chen Wen-Ju, Chinese Phys. B 17 1461-1466. {{flavonol}}{{DEFAULTSORT:Hydroxyflavone, 3-}}2. ^{{cite journal | url = http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6VNG-3W0FW3N-K&_user=10&_coverDate=03%2F31%2F1997&_rdoc=1&_fmt=high&_orig=search&_sort=d&_docanchor=&view=c&_searchStrId=1182910135&_rerunOrigin=google&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=6937347a403b88aae7d5f20abc361a7e | archive-url = https://archive.today/20120913214516/http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6VNG-3W0FW3N-K&_user=10&_coverDate=03/31/1997&_rdoc=1&_fmt=high&_orig=search&_sort=d&_docanchor=&view=c&_searchStrId=1182910135&_rerunOrigin=google&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=6937347a403b88aae7d5f20abc361a7e | dead-url = yes | archive-date = 2012-09-13 | doi=10.1016/S1386-1425(96)01825-2 | volume=53 | title=Excited state proton transfer fluorescence of 3-hydroxyflavone in model membranes | year=1997 | journal=Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy | pages=457–462 | last1 = Guharay | first1 = Jayanti | last2 = Chaudhuri | first2 = Rupali | last3 = Chakrabarti | first3 = Abhijit | last4 = Sengupta | first4 = Pradeep K.}} 3. ^{{cite journal | url = http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6T7J-4MM7TC5-1&_user=10&_coverDate=06%2F01%2F2007&_alid=1184200722&_rdoc=23&_fmt=high&_orig=search&_cdi=5060&_docanchor=&view=c&_ct=121&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=2b634d08475121a2038753d2b0c551ed | doi=10.1016/j.ijbiomac.2006.12.003 | volume=41 | title=Interaction of flavonoids with red blood cell membrane lipids and proteins: Antioxidant and antihemolytic effects | year=2007 | journal=International Journal of Biological Macromolecules | pages=42–48 | last1 = Chaudhuri | first1 = Sudip | last2 = Banerjee | first2 = Anwesha | last3 = Basu | first3 = Kaushik | last4 = Sengupta | first4 = Bidisa | last5 = Sengupta | first5 = Pradeep K.}}{{dead link|date=March 2019|bot=medic}}{{cbignore|bot=medic}} 4. ^{{cite journal | url = http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6VNG-4D2WHH2-4T&_user=10&_coverDate=02%2F29%2F1996&_rdoc=1&_fmt=high&_orig=search&_sort=d&_docanchor=&view=c&_searchStrId=1183661362&_rerunOrigin=google&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=fe8201bb556d4a690d94ca79351b7fa4 | archive-url = https://archive.today/20120912000740/http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6VNG-4D2WHH2-4T&_user=10&_coverDate=02/29/1996&_rdoc=1&_fmt=high&_orig=search&_sort=d&_docanchor=&view=c&_searchStrId=1183661362&_rerunOrigin=google&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=fe8201bb556d4a690d94ca79351b7fa4 | dead-url = yes | archive-date = 2012-09-12 | doi=10.1016/0584-8539(95)01622-8 | volume=52 | title=Effect of reverse micelles on the intramolecular excited state proton transfer (ESPT) and dual luminescence behaviour of 3-hydroxyflavone | year=1996 | journal=Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy | pages=275–278 | last1 = Sarkar | first1 = Munna | last2 = Guha Ray | first2 = Jayanti | last3 = Sengupta | first3 = Pradeep K.}} 5. ^{{cite journal|doi=10.1016/j.molstruc.2011.09.055 | volume=1006 | title=Encapsulation of 3-hydroxyflavone in γ-cyclodextrin nanocavities: Excited state proton transfer fluorescence and molecular docking studies | year=2011 | journal=Journal of Molecular Structure | pages=483–488 | last1 = Pahari | first1 = Biswapathik | last2 = Chakraborty | first2 = Sandipan | last3 = Sengupta | first3 = Pradeep K.}} 1 : Flavonols |
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