Orientin - Misplaced Pages

Orientin
Names

IUPAC name 8-(β-D-Glucopyranosyl)-3′,4′,5,7-tetrahydroxyflavone
Systematic IUPAC name 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-8--4H-1-benzopyran-4-one
Other names Lutexin, Luteolin-8-C-glucoside
Identifiers
CAS Number	28608-75-5
3D model (JSmol)	Interactive image
ChEBI	CHEBI:7781
ChEMBL	ChEMBL239559
ChemSpider	4444994
ECHA InfoCard	100.110.907
KEGG	C10114
PubChem CID	5281675
UNII	IAX93XCW6C
CompTox Dashboard (EPA)	DTXSID60182790
InChI InChI=1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2/t14-,17-,18+,19-,21+/m1/s1Key: PLAPMLGJVGLZOV-VPRICQMDSA-N
SMILES C1(=C2C(=C(C=C1O)O)C(=O)C=C(O2)C3=CC=C(O)C(=C3)O)C4OC(CO)C(C(C4O)O)O
Properties
Chemical formula	C₂₁H₂₀O₁₁
Molar mass	448.38 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

Orientin is a flavone, a chemical flavonoid-like compound. It is the 8-C glucoside of luteolin.

Natural occurrences

Orientin is also reported in the passion flower, the Açaí palm, buckwheat sprouts, and in millets.

The identification of orientin has been reported widely. Its identification using mass spectrometry is established.

Isolation and purification of four flavone C-glycosides from antioxidant of bamboo leaves by macroporous resin column chromatography and preparative high-performance liquid chromatography. Yu Zhang, Jingjing Jiao, Chengmei Liu, Xiaoqin Wu and Ying Zhang, Food Chemistry, 1 April 2008,, Volume 107, Issue 3, Pages 1326–1336, doi:10.1016/j.foodchem.2007.09.037
Separation by capillary electrophoresis of C-glycosylflavonoids in Passiflora sp. extracts. E. R. Pastene, G. Bocaz, I. Peric, M. Montes, V. Silva and E. Riffo, Bol. Soc. Chil. Quím., v.45 n.3 Concepción set. 2000, doi:10.4067/S0366-16442000000300017
Comparison of phenolic compositions between common and tartary buckwheat (Fagopyrum) sprouts, Sun-Ju Kim, I.S.M. Zaidul, Tatsuro Suzuki, Yuji Mukasa, Naoto Hashimoto, Sigenobu Takigawa, Takahiro Noda, Chie Matsuura-Endo, Hiroaki Yamauchi, in Food Chemistry, 2008, 110, pages 814-820, doi:10.1016/j.foodchem.2008.02.050
Sorghum and millet phenols and antioxydants, Linda Dykes, Lloyd W. Rooney, in Journal of Cereal Science, 2006, 44, pages 236-251, doi:10.1016/j.jcs.2006.06.007
Welch, C., Zhen, J., Bassène, E., Raskin, I., Simon, J.E. and Wu, Q., 2017. Bioactive polyphenols in kinkéliba tea (Combretum micranthum) and their glucose-lowering activities. Journal of Food and Drug Analysis. doi:10.1016/j.jfda.2017.05.009

Flavones and their conjugates

Aglycones

Monohydroxyflavone	3-Hydroxyflavone 6-Hydroxyflavone
Dihydroxyflavones	Chrysin 4',7-Dihydroxyflavone 7,8-Dihydroxyflavone
Trihydroxyflavones	Apigenin Baicalein Galangin Norwogonin 7,8,3'-Trihydroxyflavone 6,7,4'-Trihydroxyflavone
Tetrahydroxyflavones	Fisetin Kaempferol Isoscutellarein Luteolin Norartocarpetin Scutellarein
Pentahydroxyflavones	Herbacetin Morin Quercetin Nortangeretin 6-Hydroxyluteolin Norwightin Hypolaetin Tricetin
O-methylated flavones	4',7-Dihydroxy-6-methoxyflavone Acacetin Alnetin Artocarpetin Chrysoeriol Cirsilineol Cirsiliol Cirsimaritin Diosmetin Eupatilin Genkwanin Hispidulin Nepetin Nobiletin Oroxylin A Pratol Salvigenin Sinensetin Tangeretin Techtochrysin Tricin Wogonin Zapotin

of apigenin	Apiin Apigetrin Isovitexin Rhoifolin Saponarin Schaftoside Vicenin-2 Vitexin
of baicalein	Baicalin Tetuin
of hypolaetin	Hypolaetin 8-glucoside Hypolaetin 8-glucuronide
of luteolin	Cynaroside Isoorientin Orientin Veronicastroside Luteolin-7-O-glucuronide

Acetylated

Sulfated glycosides

Polymers

Drugs