poncirin
isosakuranetin-7-O-neohesperidoside
Identification
| Name | poncirin |
| IUPAC | 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 |
| CAS Number | 14941-08-3 |
| EINECS | 239-020-1 |
| FDA UNII | 8MUY4P95B4 |
| Molecular Formula | C28 H34 O14 |
| Molecular Weight | 594.56778000 |
| MDL Number | MFCD00017476 |
| Nikkaji Number | J2.401.709E |
| Beilstein | 0074301 |
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 Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for poncirin usage levels up to | not for fragrance use. |
| Recommendation for poncirin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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].