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Merck
CN

78109

Isoorientin

analytical standard

Synonym(s):

Homoorientin, Luteolin 6-C-β-D-glucoside, Luteolin 6-C-glucoside

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About This Item

Empirical Formula (Hill Notation):
C21H20O11
CAS Number:
Molecular Weight:
448.38
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
85151701
MDL number:
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InChI

1S/C21H20O11/c22-6-14-17(27)19(29)20(30)21(32-14)16-11(26)5-13-15(18(16)28)10(25)4-12(31-13)7-1-2-8(23)9(24)3-7/h1-5,14,17,19-24,26-30H,6H2/t14-,17-,19+,20-,21+/m1/s1

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c2c(O)cc3OC(=CC(=O)c3c2O)c4ccc(O)c(O)c4

InChI key

ODBRNZZJSYPIDI-VJXVFPJBSA-N

grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

impurities

≤10.0% water

application(s)

food and beverages

format

neat

Quality Level

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General description

Isoorientin belongs to the class of C-glycosylflavones and is a major constituent of Passiflora edulis fruit.

Application

Isoorientin may be used as an analytical reference standard for the quantification of the analyte in Passiflora edulis fruit pulp and Patrinia villosa Juss using different chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

C-glycosyl flavone with anti-inflammatory, antimicrobial and antioxidant properties. Induces antioxidant response through PI3K singaling.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Quantification of isoorientin and total flavonoids in Passiflora edulis fruit pulp by HPLC-UV/DAD
Zeraik M.L and Yariwake.H.J
Journal of Chromatography A, 96(1), 86-91 (2010)
Jinyong Peng et al.
Journal of chromatography. A, 1074(1-2), 111-115 (2005-06-09)
High-speed counter-current chromatography (HSCCC) with a solvent system composed of ethyl acetate-n-butanol-water (2:1:3, v/v/v) was used to isolate and separate two C-glycosylflavones from Patrinia villosa Juss, a traditional Chinese medicine. The separation produced 42.9 mg isovitexin and 20.1 mg isoorientin
Mala Ranghoo-Sanmukhiya et al.
Phytochemical analysis : PCA, 21(6), 566-574 (2010-09-08)
Aloe tormentorii, A. purpurea and A. macra are used as multipurpose folk medicines in Réunion and Mauritius Islands and are mistaken for the introduced Aloe vera. To compare the phytochemical, antimicrobial and DNA profiles of Aloe endemic to Mauritius and
Dong-Seon Kim et al.
Planta medica, 76(7), 678-682 (2009-12-05)
We aimed to find antiallergic agents from natural sources using mast cells activated during allergic reaction. We screened over 2000 plants for blockade of histamine release and identified two of them, S. baicalenesis and P. edulis. Bioassay-guided fractionation led to
Severina Pacifico et al.
Journal of natural products, 73(12), 1973-1978 (2010-11-18)
Eight flavonoid C-glycosides, including three new analogues, have been isolated from leaf and root methanolic extracts of Petrorhagia velutina, a Mediterranean herbaceous plant. The antiproliferative activity against human hepatoblastoma cancer cell line HepG2 has been analyzed by the MTT (3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2H-tetrazolium

Protocols

HPTLC fingerprinting enables rapid identification of passion flower with related reference materials.

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