Rhamnetine

Structural formula
General
Surname	Rhamnetine
other names	3,3 ', 4', 5-tetrahydroxy-7-methoxyflavone; 7-methoxyquercetin; CI 75690;
Molecular formula	C 16 H 12 O 7
Brief description	light yellow powder
External identifiers / databases
EC number	201-974-1
ECHA InfoCard	100.001.795
PubChem	5281691
ChemSpider	4445008
Wikidata	Q288988
properties
Molar mass	316.26 g mol −1
Physical state	firmly
Melting point	288-290 ° C
solubility	soluble in phenol; slightly soluble in ethanol and water;
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 315-319-335
	P: 261-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Rhamnetin is a chemical compound from the group of flavonoids or flavonols and is isomeric to isorhamnetin .

Occurrence

Indian patchouli ( Pogostemon cablin )

Rhamnetin occurs naturally in Indian patchouli and as the main pigment in buckthorn berries (Latin rhamnus , hence the name) and a few other plants. It is produced by the hydrolysis of xanthorhamnine . It was first examined by Liebermann, Hörmann and Josef Herzig in the 1880s .

Extraction and presentation

Rhamnetin can be produced artificially by enzymatic means using O- methyltransferase-7.

properties

Rhamnetin is a light yellow odorless powder. It is a monomethyl ether of quercetin .

use

Rhamnetin is used in paper finishing as part of the developer layer in pressure-sensitive copier papers.

Individual evidence

↑ ^a ^b ^c ^d ^e Rhamnetin data sheet at Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).

↑ Zhou, Jiaju; Xie, Guirong; Yan, Xinjian: Encyclopedia of Traditional Chinese Medicines Vol 4 - Molecular Structures, Pharmacological Activities, Natural Sources and Applications . Springer Berlin, 2011, ISBN 978-3-642-16778-2 , pp. 400 ( limited preview in Google Book Search).

↑ ^a ^b drug future: Rhamnetin

↑ Sabine Struckmeier: Textile dyeing from the late Middle Ages to the early modern period . Waxmann, 2011, ISBN 978-3-8309-2527-9 , pp. 127 ( limited preview in Google Book search).

^ Gerhard G. Habermehl, Peter E. Hammann, Hans C. Krebs, W. Ternes: Naturstoffchemie: An introduction . Springer Berlin, 2008, ISBN 978-3-540-73732-2 , pp. 481 ( limited preview in Google Book search).

↑ Bruce A. Bohm, Tod F. Stuessy: Flavonoids of the Sunflower Family (Asteraceae) . Springer, Vienna, 2001, ISBN 978-3-211-83479-4 , pp. 779 ( limited preview in Google Book search).

↑ synthesis of rhamnetin and Rhamnazin, Richard Kuhn, Irmentraut Loew, Journal of the American Chemical Society (A and B Series), Volume 77, Issue 3-4, pages 211-218, April 26, 1944 , doi : 10.1002 / cber.19440770313

↑ J. Herzig: About Rhamnin and Rhamnetin . In: Monatshefte für Chemie / Chemical Monthly, Volume 6, Number 1 (1885), pp. 889-890, doi : 10.1007 / BF01554674 .

↑ Sunhee Leea, Soon Young Shinb, Younggiu Leea, Younghee Parka, Bong Gyu Kima, Joong-Hoon Ahna, Youhoon Chonga: Rhamnetin production based on the rational design of the poplar O-methyltransferase enzyme and its biological activities Bioorganic & Medicinal Chemistry Letters, 21 (2011) 3866-3870, doi : 10.1016 / j.bmcl.2011.05.043 .

↑ Werner Baumann, Herberg-Liedtke: Paper chemicals: data and facts on environmental protection . Springer Berlin, 1993, ISBN 978-3-540-57593-1 , pp. 621 ( limited preview in Google Book search).

[Sigma-1] Rhamnetin data sheet at Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).

[buch-1-2] Zhou, Jiaju; Xie, Guirong; Yan, Xinjian: Encyclopedia of Traditional Chinese Medicines Vol 4 - Molecular Structures, Pharmacological Activities, Natural Sources and Applications . Springer Berlin, 2011, ISBN 978-3-642-16778-2 , pp. 400 ( limited preview in Google Book Search).

[drugfuture-3] rug future: Rhamnetin

[Textilfärberei-4] Sabine Struckmeier: Textile dyeing from the late Middle Ages to the early modern period . Waxmann, 2011, ISBN 978-3-8309-2527-9 , pp. 127 ( limited preview in Google Book search).

[Naturstoffchemie-5] Gerhard G. Habermehl, Peter E. Hammann, Hans C. Krebs, W. Ternes: Naturstoffchemie: An introduction . Springer Berlin, 2008, ISBN 978-3-540-73732-2 , pp. 481 ( limited preview in Google Book search).

[Flavonoids-6] Bruce A. Bohm, Tod F. Stuessy: Flavonoids of the Sunflower Family (Asteraceae) . Springer, Vienna, 2001, ISBN 978-3-211-83479-4 , pp. 779 ( limited preview in Google Book search).

[7] synthesis of rhamnetin and Rhamnazin, Richard Kuhn, Irmentraut Loew, Journal of the American Chemical Society (A and B Series), Volume 77, Issue 3-4, pages 211-218, April 26, 1944 , doi : 10.1002 / cber.19440770313

[8] J. Herzig: About Rhamnin and Rhamnetin . In: Monatshefte für Chemie / Chemical Monthly, Volume 6, Number 1 (1885), pp. 889-890, doi : 10.1007 / BF01554674 .

[9] Sunhee Leea, Soon Young Shinb, Younggiu Leea, Younghee Parka, Bong Gyu Kima, Joong-Hoon Ahna, Youhoon Chonga: Rhamnetin production based on the rational design of the poplar O-methyltransferase enzyme and its biological activities Bioorganic & Medicinal Chemistry Letters, 21 (2011) 3866-3870, doi : 10.1016 / j.bmcl.2011.05.043 .

[buch-2-10] Werner Baumann, Herberg-Liedtke: Paper chemicals: data and facts on environmental protection . Springer Berlin, 1993, ISBN 978-3-540-57593-1 , pp. 621 ( limited preview in Google Book search).