| 词条 | Sakuranetin |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 401003343 | Name = Sakuranetin | ImageFile = Sakuranetin.svg | ImageSize = 250px | ImageName = Sakuranetin | IUPACName = (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one | OtherNames = 4',5-Dihydroxy-7-methoxyflavanone Naringenin 7-methyl ether |Section1={{Chembox Identifiers | IUPHAR_ligand = 412 | CASNo_Ref = {{cascite|correct|??}} | CASNo = 2957-21-3 | ChEBI_Ref = {{ebicite|changed|EBI}} | ChEBI = 28927 | EINECS = | ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL = 448297 | SMILES = COC1=CC(=C2C(=O)CC(OC2=C1)C3=CC=C(C=C3)O)O | PubChem = 73571 | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID = 66249 | InChI = 1/C16H14O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1 | InChIKey = DJOJDHGQRNZXQQ-AWEZNQCLBK | StdInChI_Ref = {{stdinchicite|changed|chemspider}} | StdInChI = 1S/C16H14O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1 | StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} | StdInChIKey = DJOJDHGQRNZXQQ-AWEZNQCLSA-N |Section2={{Chembox Properties | Formula = C16H14O5 | MolarMass = 286.27 g/mol | MeltingPt = | Solvent = | SolubleOther = }}Sakuranetin is a flavan-on, the 7-methoxy derivative of naringenin, found in Polymnia fruticosa[1] and rice, where it acts as a phytoalexin against spore germination of Pyricularia oryzae.[2] GlycosidesSakuranin is the 5-O-glucoside of sakuranetin. Metabolism
In compounds like 7-methoxylated flavanones like sakuranetin, demethylation followed by sulfation occur in model organism Cunninghamella elegans.[4] References1. ^Sakuranetin on home.ncifcrf.gov {{Flavanone}}{{natural phenol-stub}}2. ^Sakuranetin, a flavonone phytoalexin from ultraviolet-irradiated rice leaves, Kodama O., Miyakawa J., Akatsuka T., Kiyosawa S, 1992 3. ^[https://archive.today/20130201211746/http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6WBK-45N4GT2-9B&_user=10&_rdoc=1&_fmt=&_orig=search&_sort=d&_docanchor=&view=c&_searchStrId=1008043052&_rerunOrigin=google&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=b5ce9688193d37235ca07d89a3b11991 A Methyltransferase for Synthesis of the Flavanone Phytoalexin Sakuranetin in Rice Leaves, Randeep Rakwala, Morifumi Hasegawab and Osamu Kodama, 1996] 4. ^{{Cite journal | doi = 10.1248/cpb.51.203 | last1 = Ibrahim | first1 = A. R. | last2 = Galal | first2 = A. M. | last3 = Ahmed | first3 = M. S. | last4 = Mossa | first4 = G. S. | title = O-demethylation and sulfation of 7-methoxylated flavanones by Cunninghamella elegans | journal = Chemical & Pharmaceutical Bulletin | volume = 51 | issue = 2 | pages = 203–206 | year = 2003 | pmid = 12576658| id= {{INIST|14569933}}}} 3 : Aromatase inhibitors|O-Methylated flavanones|Phytoalexins |
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