ORIENTIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H20O11
Molecular Weight	448.3769
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C2=C3OC(=CC(=O)C3=C(O)C=C2O)C4=CC=C(O)C(O)=C4

InChI

InChIKey=PLAPMLGJVGLZOV-VPRICQMDSA-N

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

HIDE SMILES / InChI

Molecular Formula	C21H20O11
Molecular Weight	448.3769
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Development and validation of an HPTLC method for simultaneous quantitation of isoorientin, isovitexin, orientin, and vitexin in bamboo-leaf flavonoids.	2010-12-15	21140646
Chemical composition of the SFE-CO extracts from Cajanus cajan (L.) Huth and their antimicrobial activity in vitro and in vivo.	2010-12-01	20576412
Comparative study of the flavonoids of some Verbena species cultivated in Egypt by using high-performance liquid chromatography coupled with ultraviolet spectroscopy and atmospheric pressure chemical ionization mass spectrometry.	2010-10-08	20817165
Vitexin, orientin and other flavonoids from Spirodela polyrhiza inhibit adipogenesis in 3T3-L1 cells.	2010-10	20878708
Antinociceptive properties of conocarpan and orientin obtained from Piper solmsianum C. DC. var. solmsianum (Piperaceae).	2010-10	20473574
Pistia stratiotes (Jalkumbhi).	2010-07	22228955
Spasmolytic Activity of Fruits of Tamarindus indica L.	2010-07	21042482
The compound isolated from the leaves of Phyllostachys nigra protects oxidative stress-induced retinal ganglion cells death.	2010-06	20381571
Hypoglycemic effects of Cecropia pachystachya in normal and alloxan-induced diabetic rats.	2010-04-21	20064597
Identification of flavone phytoalexins and a pathogen-inducible flavone synthase II gene (SbFNSII) in sorghum.	2010-02	20007684
Ocimum sanctum Linn. A reservoir plant for therapeutic applications: An overview.	2010-01	22228948
Antioxidant Activity and Lipid-Lowering Effect of Essential Oils Extracted from Ocimum sanctum L. Leaves in Rats Fed with a High Cholesterol Diet.	2010-01	20104265
Phytoconstituents of Jatropha curcas L. leaves and their immunomodulatory activity on humoral and cell-mediated immune response in chicks.	2009-10-02	19791499
Phytochemical and antifungal studies on Terminalia mollis and Terminalia brachystemma.	2009-09	19446614
Screening and structural characterization of alpha-glucosidase inhibitors from hawthorn leaf flavonoids extract by ultrafiltration LC-DAD-MS(n) and SORI-CID FTICR MS.	2009-08	19443236
Neural cell protective compounds isolated from Phoenix hanceana var. formosana.	2009-06	19628235
Effect of heat on aspalathin, iso-orientin, and orientin contents and color of fermented rooibos (Aspalathus linearis) iced tea.	2009-05-27	21314198
Phenolic contribution of South African herbal teas to a healthy diet.	2009-05	19445319
Antioxidant activities of extracts and main components of Pigeonpea [Cajanus cajan (L.) Millsp.] leaves.	2009-03-04	19305357
Time-course study and effects of drying method on concentrations of gamma-aminobutyric acid, flavonoids, anthocyanin, and 2''-hydroxynicotianamine in leaves of buckwheats.	2009-01-14	19090759
Gastric anti-ulcer activity of leaf fractions obtained of polar extract from Wilbrandia ebracteata in mice.	2009	18989825
Anxiolytic activity of a phytochemically characterized Passiflora incarnata extract is mediated via the GABAergic system.	2008-12	19006051
[Simultaneous determination of four glycosylflavones from Lophatherum gracile by RP-HPLC].	2008-10	19166010
Pharmacokinetic study of three active flavonoid glycosides in rat after intravenous administration of Trollius ledebourii extract by liquid chromatography.	2008-10	18651602
Antioxidant constituents in the dayflower (Commelina communis L.) and their alpha-glucosidase-inhibitory activity.	2008-07	18409066
Pharmacokinetics and tissue distribution study of orientin in rat by liquid chromatography.	2008-06-09	18395390
Gynecological efficacy and chemical investigation of Vitex agnus-castus L. fruits growing in Egypt.	2008-04-15	18415863
Evaluation of Antioxidant and Wound Healing Effects of Alcoholic and Aqueous Extract of Ocimum sanctum Linn in Rats.	2008-03	18317555
Fructose-amino acid conjugate and other constituents from Cyperus rotundus L.	2008	19023813
Two new 11alpha,12alpha-epoxy-ursan-28,13beta-olides and other triterpenes from Cecropia catharinensis.	2008	19023787
4'''-Acetylvitexin-2''-O-rhamnoside, isoorientin, orientin, and 8-methoxykaempferol-3-O-glucoside as markers for the differentiation of Crataegus monogyna and Crataegus pentagyna from Crataegus laevigata (Rosaceae).	2007-12	18081102
Use of cyclic voltammetry, photochemiluminescence, and spectrophotometric methods for the measurement of the antioxidant capacity of buckwheat sprouts.	2007-11-28	17966982
Protective effect of Adhatoda vascia Nees against radiation-induced damage at cellular, biochemical and chromosomal levels in Swiss albino mice.	2007-09	17965765
[Protective effects of orientin on myocardial ischemia and hypoxia in animal models].	2007-08	17715018
The antimutagenic activity of the major flavonoids of rooibos (Aspalathus linearis): some dose-response effects on mutagen activation-flavonoid interactions.	2007-07-28	17537670
Induction of flavonoid production by UV-B radiation in Passiflora quadrangularis callus cultures.	2007-07	17512679
Determination and pharmacokinetics of orientin in rabbit plasma by liquid chromatography after intravenous administration of orientin and Trollius chinensis Bunge extract.	2007-06-15	17416555
Antiproliferative and antioxidant activities of a tricin acylated glycoside from sugarcane (Saccharum officinarum) juice.	2007-04	17350657
Diterpenoids and flavonoids from the fruits of Vitex agnus-castus and antioxidant activity of the fruit extracts and their constituents.	2007-04	17262892
An anthocyanin compound in buckwheat sprouts and its contribution to antioxidant capacity.	2007-02	17284830
Comparison of plants used for skin and stomach problems in Trinidad and Tobago with Asian ethnomedicine.	2007-01-05	17207273
Podophyllum hexandrum Offers Radioprotection by Modulating Free Radical Flux: Role of Aryl-Tetralin Lignans.	2006-12	17173115
A rapid ultra-performance liquid chromatography-electrospray ionization tandem mass spectrometric method for the qualitative and quantitative analysis of the constituents of the flower of Trollius ledibouri Reichb.	2006-11-24	17723770
Phytochemical and nutrient composition of the freeze-dried amazonian palm berry, Euterpe oleraceae mart. (acai).	2006-11-01	17061839
Antispasmodic effects of Rooibos tea (Aspalathus linearis) is mediated predominantly through K+ -channel activation.	2006-11	17076689
On-line identification of further flavone C- and O-glycosides from sugarcane (Saccharum officinarum L., Gramineae) by HPLC-UV-MS.	2006-10-06	17019935
Anti-apoptotic effect and the mechanism of orientin on ischaemic/reperfused myocardium.	2006-07-26	16864433
[Study on quality for Herba Polygoni Orientalis].	2006-07	17048596
Flavonoid glycosides in bergamot juice (Citrus bergamia Risso).	2006-05-31	16719517
Inhibition of HIV-1 integrase by flavones, caffeic acid phenethyl ester (CAPE) and related compounds.	1994-08-03	7520698

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:08:33 GMT 2025` Edited by `admin` on `Mon Mar 31 22:08:33 GMT 2025`
Record UNII	IAX93XCW6C
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ORIENTIN

Common Name

English

C10114

Preferred Name

English

4H-1-BENZOPYRAN-4-ONE, 2-(3,4-DIHYDROXYPHENYL)-8-.BETA.-D-GLUCOPYRANOSYL-5,7-DIHYDROXY-

Systematic Name

English

ORIENTINE

Common Name

English

(1S)-1,5-ANHYDRO-1-(2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4-OXO-4H-CHROMEN-8-YL)-D-GLUCITOL

Systematic Name

English

D-GLUCITOL, 1,5-ANHYDRO-1-C-(2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4-OXO-4H-1-BENZOPYRAN-8-YL)-, (1S)-

Systematic Name

English

LUTEOLIN 8-C-.BETA.-D-GLUCOPYRANOSIDE

Common Name

English

J17.734B

Code

English

MASSBANK PR020063

Code

English

LUTEOLIN 8-C-.BETA.-GLUCOPYRANOSIDE

Common Name

English

4H-1-BENZOPYRAN-4-ONE, 2-(3,4-DIHYDROXYPHENYL)-8-BETA-D-GLUCOPYRANOSYL-5,7-DIHYDROXY-

Common Name

English

8-(.BETA.-D-GLUCOPYRANOSYL)-2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4H-1-BENZOPYRAN-4-ONE

Systematic Name

English

LUTEOLIN-8-GLUCOSIDE

Common Name

English

2-(3,4-DIHYDROXYPHENYL)-8-.BETA.-D-GLUCOPYRANOSYL-5,7-DIHYDROXY-4H-1-BENZOPYRAN-4-ONE

Systematic Name

English

LUTEOLIN 8-GLUCOSIDE

Common Name

English

2-(3,4-DIHYDROXYPHENYL)-8-.BETA.-D-GLUCOPYRANOSYL-5,7-DIHYDROXY-4H-CHROMEN-4-ONE

Systematic Name

English

LUTEXIN

Common Name

English

2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-8-((2S,3R,4R,5S,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)TETRAHYDRO-2H-PYRAN-2-YL)-4H-CHROMEN-4-ONE

Systematic Name

English

8-.BETA.-D-GLUCOPYRANOSYL-3',4',5,7-TETRAHYDROXYFLAVONE

Systematic Name

English

NIAID AIDS# 026706

Code

English

LUTEOLIN 8-C-GLUCOSIDE

Common Name

English

2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-8-(.BETA.-D-GLUCOPYRANOSYL)-4H-1-BENZOPYRAN-4-ONE

Systematic Name

English

8-.BETA.-D-GLUCOSYLLUTEOLIN

Common Name

English

Code System Code Type Description

WIKIPEDIA

Orientin