U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of ORIENTIN

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

PubMed

TitleDatePubMed
Inhibition of HIV-1 integrase by flavones, caffeic acid phenethyl ester (CAPE) and related compounds.
1994 Aug 3
Antimicrobial evaluation of coumarins and flavonoids from the stems of Daphne gnidium L.
2001 Jul
Radiation protection of human lymphocyte chromosomes in vitro by orientin and vicenin.
2001 Nov 15
Flavonoid concentrations in three grass species and a sedge grown in the field and under controlled environment conditions in response to enhanced UV-B radiation.
2002 Feb
A benzoquinone and flavonoids from Cyperus alopecuroides.
2002 Jun
Naphthalene glucoside and other phenolics from the shoot and callus cultures of Drosophyllum lusitanicum.
2002 Oct
Quantitative characterization of flavonoid compounds in Rooibos tea (Aspalathus linearis) by LC-UV/DAD.
2002 Sep 25
[Studies on chemical constituents from Phyllostachys pubescens].
2003 Aug
Unfermented rooibos tea: quantitative characterization of flavonoids by HPLC-UV and determination of the total antioxidant activity.
2003 Dec 3
Antioxidative compounds from Crotalaria sessiliflora.
2003 Feb
Flavonoids from Achillea nobilis L.
2003 Jan-Feb
Quantitative analysis of flavonoids in the flowers and leaves of Ficaria verna Huds.
2003 Sep-Oct
[Determination of orientin and vitexin in Trollius chinesis preparation by HPLC].
2004 Nov
Free radical scavengers and antioxidants from Lemongrass (Cymbopogon citratus (DC.) Stapf.).
2005 Apr 6
Evaluation of antifungal activity of Piper solmsianum C. DC. var. solmsianum (Piperaceae).
2005 Aug
An analysis of flavonoid compounds in leaves of Japonolirion (Petrosaviaceae).
2005 Feb
Protection of mouse bone marrow against radiation-induced chromosome damage and stem cell death by the ocimum flavonoids orientin and vicenin.
2005 Feb
Flavone C-glycosides from flowers of Trollius ledebouri.
2005 May
Isolation and purification of flavonoid glycosides from Trollius ledebouri using high-speed counter-current chromatography by stepwise increasing the flow-rate of the mobile phase.
2005 Oct 28
Podophyllum hexandrum Offers Radioprotection by Modulating Free Radical Flux: Role of Aryl-Tetralin Lignans.
2006 Dec
[Study on quality for Herba Polygoni Orientalis].
2006 Jul
[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
Determination and pharmacokinetics of orientin in rabbit plasma by liquid chromatography after intravenous administration of orientin and Trollius chinensis Bunge extract.
2007 Jun 15
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
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
[Simultaneous determination of four glycosylflavones from Lophatherum gracile by RP-HPLC].
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
Phytoconstituents of Jatropha curcas L. leaves and their immunomodulatory activity on humoral and cell-mediated immune response in chicks.
2009 Jul-Aug
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
Ocimum sanctum Linn. A reservoir plant for therapeutic applications: An overview.
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
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
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:31:31 UTC 2023
Edited
by admin
on Sat Dec 16 08:31:31 UTC 2023
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
WIKIPEDIA
Orientin
Created by admin on Sat Dec 16 08:31:32 UTC 2023 , Edited by admin on Sat Dec 16 08:31:32 UTC 2023
PRIMARY
PUBCHEM
5281675
Created by admin on Sat Dec 16 08:31:32 UTC 2023 , Edited by admin on Sat Dec 16 08:31:32 UTC 2023
PRIMARY
EPA CompTox
DTXSID60182790
Created by admin on Sat Dec 16 08:31:32 UTC 2023 , Edited by admin on Sat Dec 16 08:31:32 UTC 2023
PRIMARY
CAS
28608-75-5
Created by admin on Sat Dec 16 08:31:32 UTC 2023 , Edited by admin on Sat Dec 16 08:31:32 UTC 2023
PRIMARY
FDA UNII
IAX93XCW6C
Created by admin on Sat Dec 16 08:31:32 UTC 2023 , Edited by admin on Sat Dec 16 08:31:32 UTC 2023
PRIMARY
CHEBI
7781
Created by admin on Sat Dec 16 08:31:32 UTC 2023 , Edited by admin on Sat Dec 16 08:31:32 UTC 2023
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