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
Inhibition of HIV-1 integrase by flavones, caffeic acid phenethyl ester (CAPE) and related compounds.	1994 Aug 3	7520698
Characterization of the polyphenolic composition of purple loosestrife (Lythrum salicaria).	2001 Jan-Feb	11302202
Radiation protection of human lymphocyte chromosomes in vitro by orientin and vicenin.	2001 Nov 15	11673069
Pharmacologically active ellagitannins from Terminalia myriocarpa.	2002 Jun	12094296
Vasodilatation produced by orientin and its mechanism study.	2005 Jan	15635160
Bioactivity guided isolation of antimicrobial compounds from Lythrum salicaria.	2005 Sep	15975734
Anti-apoptotic effect and the mechanism of orientin on ischaemic/reperfused myocardium.	2006 Apr-May	16864433
Podophyllum hexandrum Offers Radioprotection by Modulating Free Radical Flux: Role of Aryl-Tetralin Lignans.	2006 Dec	17173115
Antispasmodic effects of Rooibos tea (Aspalathus linearis) is mediated predominantly through K+ -channel activation.	2006 Nov	17076689
The antimutagenic activity of the major flavonoids of rooibos (Aspalathus linearis): some dose-response effects on mutagen activation-flavonoid interactions.	2007 Jul 28	17537670
Use of cyclic voltammetry, photochemiluminescence, and spectrophotometric methods for the measurement of the antioxidant capacity of buckwheat sprouts.	2007 Nov 28	17966982
Phytoconstituents of Jatropha curcas L. leaves and their immunomodulatory activity on humoral and cell-mediated immune response in chicks.	2009 Jul-Aug	19791499
Phenolic contribution of South African herbal teas to a healthy diet.	2009 May	19445319
Hypoglycemic effects of Cecropia pachystachya in normal and alloxan-induced diabetic rats.	2010 Apr 21	20064597
Identification of flavone phytoalexins and a pathogen-inducible flavone synthase II gene (SbFNSII) in sorghum.	2010 Feb	20007684
Ocimum sanctum Linn. A reservoir plant for therapeutic applications: An overview.	2010 Jan	22228948
Pistia stratiotes (Jalkumbhi).	2010 Jul	22228955
Spasmolytic Activity of Fruits of Tamarindus indica L.	2010 Jul	21042482
The compound isolated from the leaves of Phyllostachys nigra protects oxidative stress-induced retinal ganglion cells death.	2010 Jun	20381571
Development and validation of an HPTLC method for simultaneous quantitation of isoorientin, isovitexin, orientin, and vitexin in bamboo-leaf flavonoids.	2010 Sep-Oct	21140646

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:31:31 GMT 2023` Edited by `admin` on `Sat Dec 16 08:31:31 GMT 2023`
Record UNII	IAX93XCW6C
Record Status	`Validated (UNII)`
Record Version

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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