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
Antimicrobial evaluation of coumarins and flavonoids from the stems of Daphne gnidium L.	2001 Jul	11515721
Radiation protection of human lymphocyte chromosomes in vitro by orientin and vicenin.	2001 Nov 15	11673069
Chemotaxonomic features associated with flavonoids of cannabinoid-free cannabis (Cannabis sativa subsp. sativa L.) in relation to hops (Humulus lupulus L.).	2002 Feb	11942684
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	11849979
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
O-Galloyl-C-glycosylflavones from Pelargonium reniforme.	2002 Feb	11830160
A benzoquinone and flavonoids from Cyperus alopecuroides.	2002 Jun	12031430
Antiviral activities of flavonoids and organic acid from Trollius chinensis Bunge.	2002 Mar	11849843
[Studies on chemical constituents from Phyllostachys pubescens].	2003 Aug	14649200
Unfermented rooibos tea: quantitative characterization of flavonoids by HPLC-UV and determination of the total antioxidant activity.	2003 Dec 3	14640601
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
Comparison of plants used for skin and stomach problems in Trinidad and Tobago with Asian ethnomedicine.	2007 Jan 5	17207273
Induction of flavonoid production by UV-B radiation in Passiflora quadrangularis callus cultures.	2007 Jul	17512679
The antimutagenic activity of the major flavonoids of rooibos (Aspalathus linearis): some dose-response effects on mutagen activation-flavonoid interactions.	2007 Jul 28	17537670
Fructose-amino acid conjugate and other constituents from Cyperus rotundus L.	2008	19023813
Pharmacokinetic study of three active flavonoid glycosides in rat after intravenous administration of Trollius ledebourii extract by liquid chromatography.	2008 Oct	18651602
Neural cell protective compounds isolated from Phoenix hanceana var. formosana.	2009 Jun	19628235
Vitexin, orientin and other flavonoids from Spirodela polyrhiza inhibit adipogenesis in 3T3-L1 cells.	2010 Oct	20878708
Antinociceptive properties of conocarpan and orientin obtained from Piper solmsianum C. DC. var. solmsianum (Piperaceae).	2010 Oct	20473574
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	20817165

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