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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H20O11
Molecular Weight 448.3777
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ORIENTIN

SMILES

c1cc(c(cc1-c2cc(=O)c3c(cc(c(c3o2)[C@@]4([H])[C@@]([H])([C@]([H])([C@@]([H])([C@@]([H])(CO)O4)O)O)O)O)O)O)O

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 448.3777
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Inhibition of HIV-1 integrase by flavones, caffeic acid phenethyl ester (CAPE) and related compounds.
1994 Aug 3
Podophyllum hexandrum Offers Radioprotection by Modulating Free Radical Flux: Role of Aryl-Tetralin Lignans.
2006 Dec
Activity of Cecropia lyratiloba extract on contractility of cardiac and smooth muscles in Wistar rats.
2006 Jan-Feb
[Study on quality for Herba Polygoni Orientalis].
2006 Jul
Flavonoid glycosides in bergamot juice (Citrus bergamia Risso).
2006 May 31
Antispasmodic effects of Rooibos tea (Aspalathus linearis) is mediated predominantly through K+ -channel activation.
2006 Nov
Phytochemical and nutrient composition of the freeze-dried amazonian palm berry, Euterpe oleraceae mart. (acai).
2006 Nov 1
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 Nov 24
On-line identification of further flavone C- and O-glycosides from sugarcane (Saccharum officinarum L., Gramineae) by HPLC-UV-MS.
2006 Sep-Oct
Antiproliferative and antioxidant activities of a tricin acylated glycoside from sugarcane (Saccharum officinarum) juice.
2007 Apr
Diterpenoids and flavonoids from the fruits of Vitex agnus-castus and antioxidant activity of the fruit extracts and their constituents.
2007 Apr
[Protective effects of orientin on myocardial ischemia and hypoxia in animal models].
2007 Aug
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 Dec
An anthocyanin compound in buckwheat sprouts and its contribution to antioxidant capacity.
2007 Feb
Comparison of plants used for skin and stomach problems in Trinidad and Tobago with Asian ethnomedicine.
2007 Jan 5
Induction of flavonoid production by UV-B radiation in Passiflora quadrangularis callus cultures.
2007 Jul
The antimutagenic activity of the major flavonoids of rooibos (Aspalathus linearis): some dose-response effects on mutagen activation-flavonoid interactions.
2007 Jul 28
Determination and pharmacokinetics of orientin in rabbit plasma by liquid chromatography after intravenous administration of orientin and Trollius chinensis Bunge extract.
2007 Jun 15
Use of cyclic voltammetry, photochemiluminescence, and spectrophotometric methods for the measurement of the antioxidant capacity of buckwheat sprouts.
2007 Nov 28
Protective effect of Adhatoda vascia Nees against radiation-induced damage at cellular, biochemical and chromosomal levels in Swiss albino mice.
2007 Sep
Fructose-amino acid conjugate and other constituents from Cyperus rotundus L.
2008
Two new 11alpha,12alpha-epoxy-ursan-28,13beta-olides and other triterpenes from Cecropia catharinensis.
2008
Gynecological efficacy and chemical investigation of Vitex agnus-castus L. fruits growing in Egypt.
2008 Apr 15
Anxiolytic activity of a phytochemically characterized Passiflora incarnata extract is mediated via the GABAergic system.
2008 Dec
Antioxidant constituents in the dayflower (Commelina communis L.) and their alpha-glucosidase-inhibitory activity.
2008 Jul
Pharmacokinetics and tissue distribution study of orientin in rat by liquid chromatography.
2008 Jun 9
Evaluation of Antioxidant and Wound Healing Effects of Alcoholic and Aqueous Extract of Ocimum sanctum Linn in Rats.
2008 Mar
[Simultaneous determination of four glycosylflavones from Lophatherum gracile by RP-HPLC].
2008 Oct
Pharmacokinetic study of three active flavonoid glycosides in rat after intravenous administration of Trollius ledebourii extract by liquid chromatography.
2008 Oct
Gastric anti-ulcer activity of leaf fractions obtained of polar extract from Wilbrandia ebracteata in mice.
2009
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 Aug
Time-course study and effects of drying method on concentrations of gamma-aminobutyric acid, flavonoids, anthocyanin, and 2''-hydroxynicotianamine in leaves of buckwheats.
2009 Jan 14
Phytoconstituents of Jatropha curcas L. leaves and their immunomodulatory activity on humoral and cell-mediated immune response in chicks.
2009 Jul-Aug
Neural cell protective compounds isolated from Phoenix hanceana var. formosana.
2009 Jun
Antioxidant activities of extracts and main components of Pigeonpea [Cajanus cajan (L.) Millsp.] leaves.
2009 Mar 4
Phenolic contribution of South African herbal teas to a healthy diet.
2009 May
Effect of heat on aspalathin, iso-orientin, and orientin contents and color of fermented rooibos (Aspalathus linearis) iced tea.
2009 May 27
Phytochemical and antifungal studies on Terminalia mollis and Terminalia brachystemma.
2009 Sep
Hypoglycemic effects of Cecropia pachystachya in normal and alloxan-induced diabetic rats.
2010 Apr 21
Chemical composition of the SFE-CO extracts from Cajanus cajan (L.) Huth and their antimicrobial activity in vitro and in vivo.
2010 Dec 1
Identification of flavone phytoalexins and a pathogen-inducible flavone synthase II gene (SbFNSII) in sorghum.
2010 Feb
Ocimum sanctum Linn. A reservoir plant for therapeutic applications: An overview.
2010 Jan
Antioxidant Activity and Lipid-Lowering Effect of Essential Oils Extracted from Ocimum sanctum L. Leaves in Rats Fed with a High Cholesterol Diet.
2010 Jan
Pistia stratiotes (Jalkumbhi).
2010 Jul
Spasmolytic Activity of Fruits of Tamarindus indica L.
2010 Jul
The compound isolated from the leaves of Phyllostachys nigra protects oxidative stress-induced retinal ganglion cells death.
2010 Jun
Vitexin, orientin and other flavonoids from Spirodela polyrhiza inhibit adipogenesis in 3T3-L1 cells.
2010 Oct
Antinociceptive properties of conocarpan and orientin obtained from Piper solmsianum C. DC. var. solmsianum (Piperaceae).
2010 Oct
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 Oct 8
Development and validation of an HPTLC method for simultaneous quantitation of isoorientin, isovitexin, orientin, and vitexin in bamboo-leaf flavonoids.
2010 Sep-Oct
Patents
Substance Class Chemical
Created
by admin
on Sat Jun 26 05:45:39 UTC 2021
Edited
by admin
on Sat Jun 26 05:45:39 UTC 2021
Record UNII
IAX93XCW6C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ORIENTIN
Common 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
C10114
Code 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
EPA CompTox
28608-75-5
Created by admin on Sat Jun 26 05:45:39 UTC 2021 , Edited by admin on Sat Jun 26 05:45:39 UTC 2021
PRIMARY
WIKIPEDIA
Orientin
Created by admin on Sat Jun 26 05:45:39 UTC 2021 , Edited by admin on Sat Jun 26 05:45:39 UTC 2021
PRIMARY
PUBCHEM
5281675
Created by admin on Sat Jun 26 05:45:39 UTC 2021 , Edited by admin on Sat Jun 26 05:45:39 UTC 2021
PRIMARY
CAS
28608-75-5
Created by admin on Sat Jun 26 05:45:39 UTC 2021 , Edited by admin on Sat Jun 26 05:45:39 UTC 2021
PRIMARY
FDA UNII
IAX93XCW6C
Created by admin on Sat Jun 26 05:45:39 UTC 2021 , Edited by admin on Sat Jun 26 05:45:39 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
ORAC value expressed as umol TE/g for this compound was 1700 +/- 78.9. ORAC is a chemical antioxidant assay that is based on the inhibition of the peroxyl-radical induced oxidation initiated by thermal decomposition of AAPH.
PARENT -> CONSTITUENT ALWAYS PRESENT