Orientin

Names
IUPAC name

8-(β-D-Glucopyranosyl)-3′,4′,5,7-tetrahydroxyflavone

Systematic IUPAC name

2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-1-benzopyran-4-one

Other names

Lutexin, Luteolin-8-C-glucoside

Identifiers

CAS Number

* 28608-75-5 Y

3D model (JSmol)

* Interactive image

ChEBI |

* CHEBI:7781 N

ChEMBL |

* ChEMBL239559 N

ChemSpider |

* 4444994 N

KEGG |

* C10114 Y

PubChem CID

* 5281675

UNII |

* IAX93XCW6C Y

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/s1

Key: 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 [77 °F], 100 kPa).

N verify (what is YN ?)
Infobox references

Tracking categories (test):

* SizeSet

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

## Contents

* 1 Natural occurrences
* 2 Identification in Natural Plants
* 3 See also
* 4 References
* 5 External links

## Natural occurrences

Orientin is found in Adonis vernalis, in Anadenanthera colubrina and Anadenanthera peregrina, and in the Phyllostachys nigra bamboo leaves[1]

In food

Orientin is also reported in the passion flower,[2] the Açaí palm, buckwheat sprouts,[3] and in millets.[4]

## Identification in Natural Plants

The identification of orientin has been reported widely. Its identification using mass spectrometry is established [5]

## See also

Isoorientin (or homoorientin) is the luteolin-6-C-glucoside.

## References

1. ↑ 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
2. ↑ 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
3. ↑ 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
4. ↑ 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
5. ↑ 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

## External links

* Orientin on rdcheicals.com

* v
* t
* e

Flavones and their conjugates

Aglycones|

| Monohydroxyflavone|

* 6-Hydroxyflavone

|

Dihydroxyflavones|

* Chrysin
* 4',7-Dihydroxyflavone
* 7,8-Dihydroxyflavone

Trihydroxyflavones|

* Apigenin
* Baicalein
* Norwogonin

Tetrahydroxyflavones|

* Isoscutellarein
* Luteolin
* Norartocarpetin
* Scutellarein

Pentahydroxyflavones|

* Nortangeretin
* 6-Hydroxyluteolin
* Norwightin
* Hypolaetin
* Tricetin

O-methylated flavones|

* Acacetin
* Alnetin
* Artocarpetin
* Chrysoeriol
* Cirsilineol
* Cirsiliol
* Cirsimaritin
* Diosmetin
* Eupatilin
* Genkwanin
* Hispidulin
* Nepetin
* Nobiletin
* Oroxylin A
* Pratol
* Salvigenin
* Sinensetin
* Tangeretin
* Techtochrysin
* Tricin
* Wogonin
* Zapotin

Glycosides|

| 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

* Giraldiin A and B
* Nepitrin
* Oroxindin
* Scutellarin

Acetylated|

* Artocarpetin A
* Artoindonesianin P

Sulfated glycosides|

Theograndin I and II

Polymers|

* Amentoflavone

Drugs|

* Diosmin
* Hidrosmin

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