naringenin 7-beta-rutinoside

CAS: 14259-46-2 C27 H32 O14 MW: 580.54084000

Identification

Namenaringen
CAS Number14259-46-2
EINECS238-138-0
FDA UNII06M5EAT0YC
Molecular FormulaC27 H32 O14
Molecular Weight580.54084000
MDL NumberMFCD00006844

Regulatory

FEMA Number2769
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)977038-87-1 ; NARINGIN, EXTRACT (CITRUS PARADISI MACF.)
FDA RegulationFDA PART 182 -- SUBSTANCES GENERALLY RECOGNIZED AS SAFE

Physical Properties

Appearance white to beige crystals (est)
Assay 99.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 175.00 °C. @ 760.00 mm Hg
Boiling Point 924.00 to 925.00 °C. @ 760.00 mm Hg
Flash Point > 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w) -0.522 (est)
Soluble in acetone
Stability ph from 5 - 11

Organoleptic Properties

Odor Strength none
Odor Description at 100.00 %.

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavoring agents
Recommendation for naringen usage levels up tonot for fragrance use.
baked goods-
beverages(nonalcoholic)-
beverages(alcoholic)-
breakfast cereal-
cheese-
chewing gum-
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy-
fruit ices-
gelatins / puddings-
granulated sugar-
gravies-
hard candy-
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products-
milk products-
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods-
soft candy-
soups-
sugar substitutes-
sweet sauces-

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Fleurchem, Inc.

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Potential Uses

None Found

Natural Occurrence

cynara scolymus lemon leaf lemon pericarp mandarin fruit juice mandarin pericarp orange fruit juice orange pericarp petitgrain lemon oil tea

Synonyms

(S)-7-((6-O-(6- deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one (S)-7-((6-O-(6- deoxy-alpha-laevo-mannopyranosyl)-beta-dextro-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one naringen natural naringen recrystallized (natural) naringen tech grade iso naringenin naringenin 7-beta-rutinoside naringenin 7-rutinoside naringin extract (citrus paradisi macf.) narirutin Google Patents: Flavor-improving method PubMed: Quality evaluation and pattern recognition analyses of marker compounds from five medicinal drugs of Rutaceae family by HPLC/PDA. PubMed: Leaf polyphenol profile and SSR-based fingerprinting of new segregant Cynara cardunculus genotypes. PubMed: Huanglongbing modifies quality components and flavonoid content of 'Valencia' oranges. PubMed: In vitro bioaccessibility of carotenoids, flavonoids, and vitamin C from differently processed oranges and orange juices [Citrus sinensis (L.) Osbeck]. PubMed: Pharmacokinetics of flavanone glycosides after ingestion of single doses of fresh-squeezed orange juice versus commercially processed orange juice in healthy humans. PubMed: Evaluation of antioxidant-associated efficacy of flavonoid extracts from a traditional Chinese medicine Hua Ju Hong (peels of Citrus grandis (L.) Osbeck). PubMed: [Determination of twelve active compounds in Qili Qiangxin capsules by UPLC-MS]. PubMed: Systematic Analysis of Main Constituents in Rat Biological Samples after Oral Administration of the Methanol Extract of Fructus Aurantii by HPLC-ESI-MS/MS. PubMed: Simultaneous determination of 10 active components in baizhu shaoyao san and its single herbs by high-performance liquid chromatography coupled with diode array detection. PubMed: Auraptene in the Peels of Citrus kawachiensis (Kawachi Bankan) Ameliorates Lipopolysaccharide-Induced Inflammation in the Mouse Brain. PubMed: Quality evaluation of Houttuynia cordata Thunb. by high performance liquid chromatography with photodiode-array detection (HPLC-DAD). PubMed: Sonochemical effects on 14 flavonoids common in citrus: relation to stability. PubMed: Protective Effect against Hydroxyl-induced DNA Damage and Antioxidant Activity of Citri reticulatae Pericarpium. PubMed: [Simultaneous determination of six ingredients in Huoxiang Zhengqi oral liquid by UPLC]. PubMed: Hydrolysis of flavanone glycosides by β-glucosidase from Pyrococcus furiosus and its application to the production of flavanone aglycones from citrus extracts. PubMed: Influence of process parameters on the extraction of flavanones from mandarin peel. PubMed: Simplified miniaturized ultrasound-assisted matrix solid phase dispersion extraction and high performance liquid chromatographic determination of seven flavonoids in citrus fruit juice and human fluid samples: hesperetin and naringenin as biomarkers. PubMed: Analysis of major constituents in Fructus aurantii-Magnolia bark decoction by UPLC-PDA. PubMed: Down-regulation of tyrosinase, TRP-1, TRP-2 and MITF expressions by citrus press-cakes in murine B16 F10 melanoma. PubMed: Fragmentation characterization and differentiation of isomeric diglycosyl flavonoids using ultra-high-performance liquid chromatography electrospray ionization quadrupole time-of-flight tandem mass spectrometry in negative ion mode. PubMed: Polymethoxylated, C- and O-glycosyl flavonoids in tangelo (Citrus reticulata×Citrus paradisi) juice and their influence on antioxidant properties. PubMed: Rapid Quantitation of Furanocoumarins and Flavonoids in Grapefruit Juice using Ultra-Performance Liquid Chromatography. PubMed: Enzymatic modification enhances the protective activity of citrus flavonoids against alcohol-induced liver disease. PubMed: Narirutin fraction from citrus peels attenuates alcoholic liver disease in mice. PubMed: Gustatory sensing mechanism coding for multiple oviposition stimulants in the swallowtail butterfly, Papilio xuthus. PubMed: Phytochemical profile and antioxidant activity of physiological drop of citrus fruits. PubMed: A new prenylated naphthoquinoid from the aerial parts of Clinopodium chinense (Benth.) O. Kuntze. PubMed: Grapefruit (Citrus paradisi Macfad) phytochemicals composition is modulated by household processing techniques. PubMed: Degreening and postharvest storage influences 'Star Ruby' grapefruit (Citrus paradisi Macf.) bioactive compounds. PubMed: Anti-degranulating activity in rat basophil leukemia RBL-2H3 cells of flavanone glycosides and their aglycones in citrus fruits. PubMed: Simultaneous UPLC analysis of three major flavonoids in granule decoctions of Fructus aurantii-type formulae. PubMed: Narirutin fraction from citrus peels attenuates LPS-stimulated inflammatory response through inhibition of NF-κB and MAPKs activation. PubMed: Protective effects of fermented Citrus unshiu peel extract against ultraviolet-A-induced photoageing in human dermal fibrobolasts. PubMed: Changes on phenolic and carotenoid composition of high intensity pulsed electric field and thermally treated fruit juice-soymilk beverages during refrigerated storage. PubMed: Citrus flavanone naringenin enhances melanogenesis through the activation of Wnt/β-catenin signalling in mouse melanoma cells. PubMed: Administration of chinpi, a component of the herbal medicine ninjin-youei-to, reverses age-induced demyelination. PubMed: α-L-rhamnosidase of Aspergillus terreus immobilized on ferromagnetic supports. PubMed: Proline betaine and its biotransformation products in fasting urine samples are potential biomarkers of habitual citrus fruit consumption. PubMed: Influence of rootstock and cultivar on bioactive compounds in citrus peels. PubMed: Optimization of flavanones extraction by modulating differential solvent densities and centrifuge temperatures. PubMed: Role of the cultivar in choosing Clementine fruits with a high level of health-promoting compounds. PubMed: [Flavonoids--bioactive compounds in fruits juice]. PubMed: Analysis of bioactive compounds in seven citrus cultivars. PubMed: Polymethoxylated flavones, flavanone glycosides, carotenoids, and antioxidants in different cultivation types of tangerines ( Citrus reticulata Blanco cv. Sainampueng) from Northern Thailand. PubMed: Effect of added citrus fibre and spice essential oils on quality characteristics and shelf-life of mortadella. PubMed: Flavonoid composition and antioxidant activity of juices from Chinotto ( Citrus x myrtifolia Raf.) fruits at different ripening stages. PubMed: Bioactive phenolics and antioxidant propensity of flavedo extracts of Mauritian citrus fruits: potential prophylactic ingredients for functional foods application. PubMed: Absorption, conjugation and excretion of the flavanones, naringenin and hesperetin from alpha-rhamnosidase-treated orange juice in human subjects. PubMed: Cloning and characterization of a functional flavanone-3ß-hydroxylase gene from Medicago truncatula. PubMed: Liquid chromatographic determination of narirutin and hesperidin in Zhi Ke (Citrus aurantium L.) in the form of the raw herb and of the dried aqueous extract. PubMed: Application of an efficient strategy based on MAE, HPLC-DAD-MS/MS and HSCCC for the rapid extraction, identification, separation and purification of flavonoids from Fructus Aurantii Immaturus. PubMed: Phenolic contribution of South African herbal teas to a healthy diet. PubMed: Hydrolysis of flavanone glycosides and degradation of the corresponding aglycones from dried immature Citrus fruit by human fecal flora in vitro. PubMed: Absorption, metabolism and excretion of flavanones from single portions of orange fruit and juice and effects of anthropometric variables and contraceptive pill use on flavanone excretion. PubMed: Phenolic compounds and antioxidant activity of extracts from ultrasonic treatment of Satsuma Mandarin (Citrus unshiu Marc.) peels. PubMed: Comparative evaluation of 12 immature citrus fruit extracts for the inhibition of cytochrome P450 isoform activities. PubMed: Flavanone 3beta-hydroxylases from rice: key enzymes for favonol and anthocyanin biosynthesis. PubMed: Flavonoid glycosides and limonoids from Citrus molasses. PubMed: Minerals, phenolic compounds, and antioxidant capacity of citrus peel extract by hot water. PubMed: Influence of postharvest hot water treatment on nutritional and functional properties of kumquat (Fortunella japonica Lour. Swingle Cv. Ovale) fruit. PubMed: Origin identification on the commercial samples of Aurantii Fructus. PubMed: Narirutin inhibits airway inflammation in an allergic mouse model. PubMed: Flavanone plasma pharmacokinetics from blood orange juice in human subjects. PubMed: Determination of diastereomerization barrier of some flavanones by high-performance liquid chromatography methods. PubMed: Stereoisomeric separation of flavanones and flavanone-7-O-glycosides by capillary electrophoresis and determination of interconversion barriers. PubMed: Influence of cation adduction on the separation characteristics of flavonoid diglycoside isomers using dual gate-ion mobility-quadrupole ion trap mass spectrometry. PubMed: Antiradical and anti-H2O2 properties of polyphenolic compounds from an aqueous peppermint extract. PubMed: An HPLC/MS method for identifying major constituents in the hypocholesterolemic extracts of Chinese medicine formula 'Xue-Fu-Zhu-Yu decoction'. PubMed: [Historical and pharmalogical study of Citrus hassaku.]. PubMed: Antihypertensive effect of sweetie fruit in patients with stage I hypertension. PubMed: [History and therapeutic evaluation of Citrus hassaku HORT. Tanaka]. PubMed: Analysis of flavanone-7-O-glycosides in citrus juices by short-end capillary electrochromatography. PubMed: Isolation and purification of closely related citrus limonoid glucosides by flash chromatography. PubMed: HPLC separation of hesperidin and the C-2 epimer in commercial hesperidin samples and herbal medicines. PubMed: Bioactive compounds of grapefruit (Citrus paradisi Cv. Rio Red) respond differently to postharvest irradiation, storage, and freeze drying. PubMed: Screening flavonoid metabolites of naringin and narirutin in urine after human consumption of grapefruit juice by LC-MS and LC-MS/MS. PubMed: Phenolic metabolites from honeybush tea (Cyclopia subternata). PubMed: Separation of flavanone-7-O-glycoside diastereomers and analysis in citrus juices by multidimensional liquid chromatography coupled with mass spectrometry. PubMed: High-performance liquid chromatography methods for the analysis of adrenergic amines and flavanones in Citrus aurantium L. var. amara. PubMed: Study of the extraction procedure by experimental design and validation of a LC method for determination of flavonoids in Citrus bergamia juice. PubMed: Chiral HPLC separation and CD spectra of the C-2 diastereomers of naringin in grapefruit during maturation. PubMed: Chiral separation of diastereomeric flavanone-7-O-glycosides in citrus by capillary electrophoresis. PubMed: Influence of solvents on the antioxidant property of flavonoids. PubMed: Bioavailability in humans of the flavanones hesperidin and narirutin after the ingestion of two doses of orange juice. PubMed: Analysis of antioxidative phenolic compounds in artichoke (Cynara scolymus L.). PubMed: Effect of processing techniques at industrial scale on orange juice antioxidant and beneficial health compounds. PubMed: Antiallergic effect of flavonoid glycosides obtained from Mentha piperita L. PubMed: Chiral separation of six diastereomeric flavanone-7-O-glycosides by capillary electrophoresis and analysis of lemon juice. PubMed: Flavanone glycosides from Citrus junos and their anti-influenza virus activity. PubMed: Flavonoids in pigmented orange juice and second-pressure extracts. PubMed: Dissolution profiles of principal ingredients in Kampo medicinal powders by high-performance liquid chromatography. PubMed: Ligand structure-dependent differences in activation of estrogen receptor alpha in human HepG2 liver and U2 osteogenic cancer cell lines. PubMed: Variance of common flavonoids by brand of grapefruit juice. PubMed: Validation of a liquid chromatography ionspray mass spectrometry method for the analysis of flavanones, flavones and flavonols. PubMed: Analytical monitoring of citrus juices by using capillary electrophoresis. PubMed: Simultaneous separation of flavanone glycosides and polymethoxylated flavones in citrus juices using liquid chromatography. PubMed: Hesperidin as an inhibitor of lipases from porcine pancreas and Pseudomonas. PubMed: Effect of ethylene on naringin, narirutin and nootkatone accumulation in grapefruit. PubMed: [Studies on the preparation and evaluation of Kijitsu, the immature citrus fruits. IV. Biological activities of immature fruits of different citrus species]. PubMed: Inhibition of growth and xylogenesis and promotion of vacuolation in prunus callus by the flavanone prunin.