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
Synthesis of 8-C-glucosylflavones.	2001 Aug 30	11513825
Radiation protection of human lymphocyte chromosomes in vitro by orientin and vicenin.	2001 Nov 15	11673069
The role of UV-B radiation in aquatic and terrestrial ecosystems--an experimental and functional analysis of the evolution of UV-absorbing compounds.	2002 Feb	11849977
Pharmacologically active ellagitannins from Terminalia myriocarpa.	2002 Jun	12094296
High-speed countercurrent chromatography as a valuable tool to isolate C-glycosylflavones from Cecropia lyratiloba Miquel.	2003 Mar-Apr	12693634
Free radical scavengers and antioxidants from Lemongrass (Cymbopogon citratus (DC.) Stapf.).	2005 Apr 6	15796587
Protection of mouse bone marrow against radiation-induced chromosome damage and stem cell death by the ocimum flavonoids orientin and vicenin.	2005 Feb	15658892
LC and UV determination of flavonoids from Passiflora alata medicinal extracts and leaves.	2005 Feb 23	15708685
Flavone C-glycosides from flowers of Trollius ledebouri.	2005 May	15924917
Distinction of the C-glycosylflavone isomer pairs orientin/isoorientin and vitexin/isovitexin using HPLC-MS exact mass measurement and in-source CID.	2005 Sep-Oct	16223084
Activity of Cecropia lyratiloba extract on contractility of cardiac and smooth muscles in Wistar rats.	2006 Jan-Feb	16445708
Flavonoid glycosides in bergamot juice (Citrus bergamia Risso).	2006 May 31	16719517
Pharmacokinetics and tissue distribution study of orientin in rat by liquid chromatography.	2008 Jun 9	18395390
[Simultaneous determination of four glycosylflavones from Lophatherum gracile by RP-HPLC].	2008 Oct	19166010
Hypoglycemic effects of Cecropia pachystachya in normal and alloxan-induced diabetic rats.	2010 Apr 21	20064597
Spasmolytic Activity of Fruits of Tamarindus indica L.	2010 Jul	21042482
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 `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

Download

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