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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
Synthesis of 8-C-glucosylflavones.
2001 Aug 30
Radiation protection of human lymphocyte chromosomes in vitro by orientin and vicenin.
2001 Nov 15
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
Pharmacologically active ellagitannins from Terminalia myriocarpa.
2002 Jun
High-speed countercurrent chromatography as a valuable tool to isolate C-glycosylflavones from Cecropia lyratiloba Miquel.
2003 Mar-Apr
Free radical scavengers and antioxidants from Lemongrass (Cymbopogon citratus (DC.) Stapf.).
2005 Apr 6
Protection of mouse bone marrow against radiation-induced chromosome damage and stem cell death by the ocimum flavonoids orientin and vicenin.
2005 Feb
LC and UV determination of flavonoids from Passiflora alata medicinal extracts and leaves.
2005 Feb 23
Flavone C-glycosides from flowers of Trollius ledebouri.
2005 May
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
Activity of Cecropia lyratiloba extract on contractility of cardiac and smooth muscles in Wistar rats.
2006 Jan-Feb
Flavonoid glycosides in bergamot juice (Citrus bergamia Risso).
2006 May 31
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
Hypoglycemic effects of Cecropia pachystachya in normal and alloxan-induced diabetic rats.
2010 Apr 21
Spasmolytic Activity of Fruits of Tamarindus indica L.
2010 Jul
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 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
Created by admin on Mon Mar 31 22:08:33 GMT 2025 , Edited by admin on Mon Mar 31 22:08:33 GMT 2025
PRIMARY
PUBCHEM
5281675
Created by admin on Mon Mar 31 22:08:33 GMT 2025 , Edited by admin on Mon Mar 31 22:08:33 GMT 2025
PRIMARY
EPA CompTox
DTXSID60182790
Created by admin on Mon Mar 31 22:08:33 GMT 2025 , Edited by admin on Mon Mar 31 22:08:33 GMT 2025
PRIMARY
CAS
28608-75-5
Created by admin on Mon Mar 31 22:08:33 GMT 2025 , Edited by admin on Mon Mar 31 22:08:33 GMT 2025
PRIMARY
FDA UNII
IAX93XCW6C
Created by admin on Mon Mar 31 22:08:33 GMT 2025 , Edited by admin on Mon Mar 31 22:08:33 GMT 2025
PRIMARY
CHEBI
7781
Created by admin on Mon Mar 31 22:08:33 GMT 2025 , Edited by admin on Mon Mar 31 22:08:33 GMT 2025
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