# Astilbin > Mediated Wiki article. Canonical URL: https://mediated.wiki/source/Astilbin > Markdown URL: https://mediated.wiki/source/Astilbin.md > Source: https://en.wikipedia.org/wiki/Astilbin > Source revision: 1300689305 > License: Creative Commons Attribution-ShareAlike 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/) {{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477368956 | Name = Astilbin | ImageFile = Astilbin.svg | ImageSize = 250px | IUPACName = (2''R'',3''R'')-3′,4′,5,7-Tetrahydroxy-3-(α-L-rhamnopyranosyloxy)flavan-4-one | SystematicName = (2''R'',3''R'')-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-{[(2''S'',3''R'',4''R'',5''R'',6''S'')-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2,3-dihydro-4''H''-1-benzopyran-4-one | OtherNames = Isoastilbin
Neoastilbin
Neoisoastilbin
[Taxifolin](/source/Taxifolin) 3-O-[rhamnoside](/source/rhamnoside)
Taxifolin 3-rhamnoside
(2''R''-trans)-3-((6-Deoxy-alpha-L-mannopyranosyl)oxy)-2-(3,4- dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-onehttp://anwabio.com/asti.htm{{dead link|date=October 2016 |bot=InternetArchiveBot |fix-attempted=yes }} |Section1={{Chembox Identifiers | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 54141-72-9 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = KA92CW3M68 | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 486017 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 38200 | PubChem = 119258 | KEGG = C17449 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 106533 | SMILES = O=C3c4c(O)cc(O)cc4O[C@H](c1ccc(O)c(O)c1)[C@H]3O[C@@H]2O[C@H]([C@H](O)[C@@H](O)[C@H]2O)C | InChI = 1/C21H22O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-26,28-29H,1H3/t7-,15-,17+,18+,19+,20-,21-/m0/s1 | InChIKey = ZROGCCBNZBKLEL-MPRHSVQHBV | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C21H22O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-26,28-29H,1H3/t7-,15-,17+,18+,19+,20-,21-/m0/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = ZROGCCBNZBKLEL-MPRHSVQHSA-N }} |Section2={{Chembox Properties | Formula = C21H22O11 | MolarMass = 450.39 g/mol | Appearance = brown powder | Density= | MeltingPt= | BoilingPt= | Solubility = }} |Section3={{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt = }} }} '''Astilbin''' is a [flavanonol](/source/flavanonol), a type of flavonoid. Astilbin is the (2R-trans)-isomer; neoisoastilbin is the (2S-cis)-isomer and isoastilbin is the (2R-cis)-isomer.[https://pubchem.ncbi.nlm.nih.gov/compound/442437 Astilbin on PubChem] == Natural occurrences == Astilbin can be found in [St John's wort](/source/Hypericum_perforatum) (''Hypericum perforatum'', Clusiaceae, subfamily Hypericoideae, formerly often considered a full family Hypericaceae), in ''[Dimorphandra mollis](/source/Dimorphandra_mollis)''[https://archive.today/20121017044613/http://www3.interscience.wiley.com/journal/92013432/abstract?CRETRY=1&SRETRY=0 Biological activity of astilbin from Dimorphandra mollis against Anticarsia gemmatalis and Spodoptera frugiperda, Luciane G Batista Pereira, Fernando Petacci, João B Fernandes, Arlene G Corrêa, Paulo C Vieira 1, M Fátima G F da Silva, Osmar Malaspina, 2002] (Fava d'anta, Fabaceae), in the leaves of ''[Harungana madagascariensis](/source/Harungana_madagascariensis)'' (Hypericaceae),[https://archive.today/20130208180246/http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6T8D-4J90W2M-1&_user=10&_rdoc=1&_fmt=&_orig=search&_sort=d&_docanchor=&view=c&_searchStrId=994731620&_rerunOrigin=google&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=f949d0b617970cc9a150a3eee13bb410 Isolation and in vitro antibacterial activity of astilbin, the bioactive flavanone from the leaves of Harungana madagascariensis Lam. ex Poir. (Hypericaceae), B. Moulari, Y. Pellequer, H. Lboutounne, C. Girard, J.-P. Chaumont, J. Millet and F. Muyard], in the rhizome of ''[Astilbe thunbergii](/source/Astilbe_thunbergii)'',[https://archive.today/20130201213448/http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6T8D-4KCPRS0-3&_user=10&_rdoc=1&_fmt=&_orig=search&_sort=d&_docanchor=&view=c&_searchStrId=994746950&_rerunOrigin=google&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=b2d143de0a50538528c14982cbe5acba Effects of Astilbe thunbergii rhizomes on wound healing: Part 1. Isolation of promotional effectors from Astilbe thunbergii rhizomes on burn wound healing, Yoshiyuki Kimura, Maho Sumiyoshi and Masahiro Sakanaka, 2006] in the root of ''[Astilbe odontophylla](/source/Astilbe_odontophylla)''[https://archive.today/20130201201708/http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6THS-40RSFXW-S&_user=10&_rdoc=1&_fmt=&_orig=search&_sort=d&_docanchor=&view=c&_searchStrId=994746976&_rerunOrigin=google&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=5683013d99306de364a72797d7e22d10 First synthesis of astilbin, biologically active glycosyl flavonoid isolated from Chinese folk medicine, Ken Ohmori, Hiroki Ohrui and Keisuke Suzuki, 2000] (Saxifragaceae), in the rhizome of ''[Smilax glabra](/source/Smilax_glabra)''{{Cite web |url=http://www.clinchem.org/cgi/content/abstract/clinchem.2006.077297v1 |title=Identification of a New Metabolite of Astilbin, 3'-O-Methylastilbin, and Its Immunosuppressive Activity against Contact Dermatitis, Jianming Guo, Feng Qian, Jianxin Li, Qiang Xu, Ting Chen, 2006 |access-date=2009-08-30 |archive-url=https://web.archive.org/web/20110607122209/http://www.clinchem.org/cgi/content/abstract/clinchem.2006.077297v1 |archive-date=2011-06-07 |url-status=dead }} (Chinaroot, Smilacaceae) and in the bark of ''[Hymenaea martiana](/source/Hymenaea_martiana)''.[http://informahealthcare.com/doi/abs/10.3109/13880209309082916?cookieSet=1&journalCode=phb Isolation, Chemical Identification and Pharmacological Evaluation of Eucryphin, Astilbin and Engelitin Obtained from the Bark of Hymenaea martiana. Eliane Carneiro, João B. Calixto, Franco Delle Monache‌and Rosendo A. Yunes, Pharmaceutical Biology, 1993, Vol. 31, No. 1, Pages 38-46] ; In food It can be isolated from [Kohki tea](/source/Kohki_tea) processed from ''[Engelhardtia chrysolepis](/source/Engelhardtia_chrysolepis)'' (huang-qui). It is also present in certain wines.Levels of Stilbene Oligomers and Astilbin in French Varietal Wines and in Grapes during Noble Rot Development, Nicolas Landrault, Fabienne Larronde, Jean-Claude Delaunay, Chantal Castagnino, Joseph Vercauteren, Jean-Michel Merillon, Francis Gasc, Gérard Cros and Pierre-Louis Teissedre, J. Agric. Food Chem., 2002, 50 (7), pages 2046–2052, {{doi|10.1021/jf010794g}} == Uses == Astilbin can act as an insecticide against ''[Anticarsia gemmatalis](/source/Anticarsia_gemmatalis)'' and ''[Spodoptera frugiperda](/source/Spodoptera_frugiperda)''. It shows ''in vitro'' antibacterial activity and activity on burn wound healing. Astilbin is used in [traditional Chinese medicine](/source/traditional_Chinese_medicine). == Related compounds == [3'-O-Methylastilbin](/source/3'-O-Methylastilbin) shows an immunosuppressive activity against [contact dermatitis](/source/contact_dermatitis). == References == {{reflist}} {{Flavanonol}} Category:Flavanonol glycosides Category:Flavonoid rhamnosides --- Adapted from the Wikipedia article [Astilbin](https://en.wikipedia.org/wiki/Astilbin) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Astilbin?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.