isosakuranetin-7-O-neohesperidoside

CAS: 14941-08-3 C28 H34 O14 MW: 594.56778000

Identification

Nameponcirin
IUPAC7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
CAS Number14941-08-3
EINECS239-020-1
FDA UNII8MUY4P95B4
Molecular FormulaC28 H34 O14
Molecular Weight594.56778000
MDL NumberMFCD00017476
Nikkaji NumberJ2.401.709E
Beilstein0074301

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 900.10 °C. @ 760.00 mm Hg (est)
Flash Point 566.00 °F. TCC ( 296.50 °C. ) (est)
logP (o/w) 3.390 (est)
Soluble in water, 611.2 mg/L @ 25 °C (est)

No sensory data available

Safety Information

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

Categorynatural substances and extractives
Recommendation for poncirin usage levels up tonot for fragrance use.
Recommendation for poncirin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

citrus PMC lemon plant

Synonyms

(S)-7-((2-O-(6- deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(4-methoxyphenyl)-4H-benzopyran-4-one 7-[(2S,3R,4S,5S,6R)-4,5- dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one iso sakuranetin-7-O-neohesperidoside PubMed: Drying effect on flavonoid composition and antioxidant activity of immature kumquat. PubMed: Determination of Flavanones in Orange Juices Obtained from Different Sources by HPLC/DAD. PubMed: Metabolism of Rutin and Poncirin by Human Intestinal Microbiota and Cloning of Their Metabolizing α-L-Rhamnosidase from Bifidobacterium dentium. PubMed: Hydrolysis of flavanone glycosides by β-glucosidase from Pyrococcus furiosus and its application to the production of flavanone aglycones from citrus extracts. PubMed: Biosynthesis of bioactive O-methylated flavonoids in Escherichia coli. PubMed: Characterization, Purification of Poncirin from Edible Citrus Ougan (Citrus reticulate cv. Suavissima) and Its Growth Inhibitory Effect on Human Gastric Cancer Cells SGC-7901. PubMed: Oxidative stress-related lung dysfunction by chromium(VI): alleviation by Citrus aurantium L. 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: Poncirin prevents bone loss in glucocorticoid-induced osteoporosis in vivo and in vitro. PubMed: Effects of Ethyl Acetate Extract of Poncirus trifoliata Fruit for Glucocorticoid-Induced Osteoporosis. PubMed: A naturally occurring naringenin derivative exerts potent bone anabolic effects by mimicking oestrogen action on osteoblasts. PubMed: Optimization of flavanones extraction by modulating differential solvent densities and centrifuge temperatures. PubMed: Poncirin promotes osteoblast differentiation but inhibits adipocyte differentiation in mesenchymal stem cells. PubMed: [Flavonoids--bioactive compounds in fruits juice]. PubMed: Simultaneous quantification of marker components in Ojeok-san by HPLC-DAD. PubMed: Development of radiation indicators to distinguish between irradiated and non-irradiated herbal medicines using HPLC and GC-MS. PubMed: Depressant effects of Clinopodium mexicanum Benth. Govaerts (Lamiaceae) on the central nervous system. PubMed: Bioactive phenolics and antioxidant propensity of flavedo extracts of Mauritian citrus fruits: potential prophylactic ingredients for functional foods application. PubMed: Protective effects of neohesperidin and poncirin isolated from the fruits of Poncirus trifoliata on potential gastric disease. PubMed: Bioactivity of flavonoid compounds from Poncirus trifoliata L. (Family: Rutaceae) against the dengue vector, Aedes aegypti L. (Diptera: Culicidae). PubMed: Biotransformation of ginsenoside Rb1, crocin, amygdalin, geniposide, puerarin, ginsenoside Re, hesperidin, poncirin, glycyrrhizin, and baicalin by human fecal microflora and its relation to cytotoxicity against tumor cells. PubMed: Inhibition of LPS-induced iNOS, COX-2 and cytokines expression by poncirin through the NF-kappaB inactivation in RAW 264.7 macrophage cells. PubMed: One step purification of flavanone glycosides from Poncirus trifoliata by centrifugal partition chromatography. PubMed: A new flavanone glycoside from the dried immature fruits of Poncirus trifoliata. PubMed: [Studies on chemical constituents from fruits of Paliurus ramosissimus]. PubMed: Passive cutaneous anaphylaxis-inhibitory activity of flavanones from Citrus unshiu and Poncirus trifoliata. PubMed: Phytochemical analysis of anti-atherogenic constituents of Xue-Fu-Zhu-Yu-Tang using HPLC-DAD-ESI-MS. PubMed: Fecal metabolic activities of herbal components to bioactive compounds. PubMed: Variance of common flavonoids by brand of grapefruit juice. PubMed: Anti-Helicobacter pylori activity of the metabolites of poncirin from Poncirus trifoliata by human intestinal bacteria. PubMed: Intestinal bacterial metabolism of flavonoids and its relation to some biological activities. PubMed: Simultaneous separation of flavanone glycosides and polymethoxylated flavones in citrus juices using liquid chromatography. PubMed: [Screening of phagocyte activators in plants; enhancement of TNF production by flavonoids]. PubMed: [Synthesis of poncirin, an isosakuranetin-7-beta-neohesperidoside from Poncirus trifoliata Raf].