Quercitrin

Quercitrin is a glycoside formed from the flavonoid quercetin and the deoxy sugar rhamnose.

Not to be confused with quercetin or quercitron.
Quercitrin
Names
IUPAC name
2-(3,4-Dihydroxyphenyl)-5,7- dihydroxy-3-[ [(2S,3R,4R,5R,6S)- 3,4,5-trihydroxy-6-methyl-2- tetrahydropyranyl]oxy]-4-chromenone
Other names
Quercetin 3-O-a-L-rhamnoside
Thujin
Quercetin 3-rhamnoside
Quercetin-3-rhamnoside
Quercetin-3-L-rhamnoside
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.007.567
UNII
Properties
C21H20O11
Molar mass 448.38 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Austrian chemist Heinrich Hlasiwetz (1825-1875) is remembered for his chemical analysis of quercitrin.

Occurrence

Quercitrin is a constituent of the dye quercitron. It can be found in Tartary buckwheat (Fagopyrum tataricum)[1] and in oaks species like the North American white oak (Quercus alba) and English oak (Quercus robur).[2] It is also found in Nymphaea odorata or Taxillus kaempferi.[3]

Metabolism

The enzyme quercitrinase catalyzes the chemical reaction between quercitrin and H2O to yield L-rhamnose and quercetin.

gollark: As you can see, this was compiled with HTTP/2.
gollark: ```configure arguments: --prefix=/etc/nginx --conf-path=/etc/nginx/nginx.conf --sbin-path=/usr/bin/nginx --pid-path=/run/nginx.pid --lock-path=/run/lock/nginx.lock --user=http --group=http --http-log-path=/var/log/nginx/access.log --error-log-path=stderr --http-client-body-temp-path=/var/lib/nginx/client-body --http-proxy-temp-path=/var/lib/nginx/proxy --http-fastcgi-temp-path=/var/lib/nginx/fastcgi --http-scgi-temp-path=/var/lib/nginx/scgi --http-uwsgi-temp-path=/var/lib/nginx/uwsgi --with-cc-opt='-march=x86-64 -mtune=generic -O2 -pipe -fno-plt -D_FORTIFY_SOURCE=2' --with-ld-opt=-Wl,-O1,--sort-common,--as-needed,-z,relro,-z,now --with-compat --with-debug --with-file-aio --with-http_addition_module --with-http_auth_request_module --with-http_dav_module --with-http_degradation_module --with-http_flv_module --with-http_geoip_module --with-http_gunzip_module --with-http_gzip_static_module --with-http_mp4_module --with-http_realip_module --with-http_secure_link_module --with-http_slice_module --with-http_ssl_module --with-http_stub_status_module --with-http_sub_module --with-http_v2_module --with-mail --with-mail_ssl_module --with-pcre-jit --with-stream --with-stream_geoip_module --with-stream_realip_module --with-stream_ssl_module --with-stream_ssl_preread_module --with-threads```
gollark: Arch.
gollark: I believe my distro does that already.
gollark: Nginx is the thing doing the HTTP/2ing and is configured for it.

References
  1. Tartary Buckwheat (Fagopyrum tataricum Gaertn.) as a Source of Dietary Rutin and Quercitrin. Nina Fabjan, Janko Rode, Iztok Jože Košir, Zhuanhua Wang, Zheng Zhang and Ivan Kreft, J. Agric. Food Chem., 2003, 51 (22), pp. 6452–6455, doi:10.1021/jf034543e
  2. Analysis of oak tannins by liquid chromatography-electrospray ionisation mass spectrometry. Pirjo Mämmelä, Heikki Savolainen, Lasse Lindroos, Juhani Kangas and Terttu Vartiainen, Journal of Chromatography A, Volume 891, Issue 1, 1 September 2000, Pages 75-83, doi:10.1016/S0021-9673(00)00624-5
  3. The constituents of Taxillus kaempferi and the host, Pinus thunbergii. I. Catechins and flavones of Taxillus kaempferi. Konishi T, Nishio T, Kiyosawa S, Fujiwara Y and Konoshima T, Yakugaku Zasshi., February 1996, volume 116, issue 2, pages 148-157 (article in Japanese), doi:10.1248/yakushi1947.116.2_148
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