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Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
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| Food Chemicals Codex Listed: | No |
| Boiling Point: | 539.20 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 402.00 °F. TCC ( 205.60 °C. ) (est)
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| logP (o/w): | 3.840 (est) |
| Soluble in: |
| | water, 109.2 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
| Alfa Biotechnology |
| For experimental / research use only. |
| Isosakuranetin 98%
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| BOC Sciences |
| For experimental / research use only. |
| Isosakuranetin 98.5%
Odor: characteristic Use: Isosakuranetin isolated from the fruits of Citrus aurantium L.
antifungal; cytotoxic; |
| Coompo |
| For experimental / research use only. |
| isoSakuranetin from Plants ≥96%
Odor: characteristic Use: Isosakuranetin (ISK) is a plant exudate with known cytotoxic and fungicide properties. When tested on wheat root segments at a concentration of 70µM it inhibited K+ dependent H+ extrusion and net uptake of K+, while leaving the membrane potential (PD) unaltered. Fusicoccin (FC) + ISK treatment resulted in a slight membrane depolarization, while ISK alone did not alter O2 consumption or alternative oxidase activity. ISK did not increase the pyruvate content in incubated root tissues or inhibit Fe2+ uptake. The observed drop in K+ net uptake depended on a decrease in K+ influx into the cell, leading to the suggestion that ISK may act on wheat root segments as an inhibitor of K+ permeation. The lack of proton leakage and membrane disruption by ISK made this compound a weak candidate as a phytoalexin, and suggesting a major role as an allelopathic molecule.
Isosakuranetin produced significant decrease in blood pressure. |
| ExtraSynthese |
| For experimental / research use only. |
| isoSakuranetin (HPLC) ≥99%
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Safety Information:
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
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Not determined
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for isosakuranetin usage levels up to: | | | not for fragrance use.
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| Recommendation for isosakuranetin flavor usage levels up to: |
| | not for flavor use.
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Safety References:
References:
| | (2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 160481 |
| Pubchem (sid): | 135116440 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | angophorol | | 4H-1- | benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-, (2S)- | | 4H-1- | benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-, (S)- | | (S)-2,3- | dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-4-benzopyrone | | (S)-2,3- | dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one | | (2S)-5,7- | dihydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one | | (2S)-5,7- | dihydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one | | (2S)-5,7- | dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one | | (2S)-5,7- | dihydroxy-2-(4-methoxyphenyl)chroman-4-one | | 5,7- | dihydroxy-4'-methoxyflavanone | | 4'- | methyl naringenin | | 4'- | methylnaringenin | | | naringenin 4'-methyl ether | | iso | sakutanetin |
Articles:
| PubMed:Isosakuranetin-5-O-rutinoside: a new flavanone with antidepressant activity isolated from Salvia elegans Vahl. |
| PubMed:Stereospecific pharmacokinetics of racemic homoeriodictyol, isosakuranetin, and taxifolin in rats and their disposition in fruit. |
| PubMed:Flavanones that selectively inhibit TRPM3 attenuate thermal nociception in vivo. |
| PubMed:Stereospecific high-performance liquid chromatographic assay of isosakuranetin in rat urine. |
| PubMed:A naturally occurring naringenin derivative exerts potent bone anabolic effects by mimicking oestrogen action on osteoblasts. |
| PubMed:[Notes on the identification of atsinoside with isosakuranetin-7-rutinoside didymium]. |
| PubMed:[Synthesis of poncirin, an isosakuranetin-7-beta-neohesperidoside from Poncirus trifoliata Raf]. |
| PubMed:[Structure clarification and synthesis of didymin, an isosakuranetin-7-beta-rutinoside from Monarda didyma L]. |
| PubMed:Inhibition of the human neutrophil oxidative metabolism by Baccharis dracunculifolia DC (Asteraceae) is influenced by seasonality and the ratio of caffeic acid to other phenolic compounds. |
| PubMed:Drying effect on flavonoid composition and antioxidant activity of immature kumquat. |
| PubMed:Effects of an ethanol extract of Brazilian green propolis on human cytochrome P450 enzyme activities in vitro. |
| PubMed:[Study on chemical constituents of Artemisia sphaerocephala]. |
| PubMed:Absorption, metabolism, and excretion of fermented orange juice (poly)phenols in rats. |
| PubMed:[Phenolic derivatives from Wisteria sinensis sweet caulis]. |
| PubMed:Effect of Siam weed extract and its bioactive component scutellarein tetramethyl ether on anti-inflammatory activity through NF-κB pathway. |
| PubMed:Inhibitory activity of benzophenones from Anemarrhena asphodeloides on pancreatic lipase. |
| PubMed:Polyphenolic profile as a useful tool to identify the wood used in wine aging. |
| PubMed:Seasonality Role on the Phenolics from Cultivated Baccharis dracunculifolia. |
| PubMed:Isolation, identification, and biological evaluation of HIF-1-modulating compounds from Brazilian green propolis. |
| PubMed:Antihypertensive effects of flavonoids isolated from brazilian green propolis in spontaneously hypertensive rats. |
| PubMed:Kaurane-type diterpenoids from Chromoleana odorata, their X-ray diffraction studies and potent α-glucosidase inhibition of 16-kauren-19-oic acid. |
| PubMed:[Aromatic constituents of Heteroplexis micocephal and their bioactivities]. |
| PubMed:Stereoisomeric separation of some flavanones using highly succinate-substituted α-cyclosophoro-octadecaoses as chiral additives in capillary electrophoresis. |
| PubMed:Carboxymethylated cyclosophoraose as a novel chiral additive for the stereoisomeric separation of some flavonoids by capillary electrophoresis. |
| PubMed:Phenolic compounds in cherry ( Prunus avium ) heartwood with a view to their use in cooperage. |
| PubMed:Modulation of Akt, JNK, and p38 activation is involved in citrus flavonoid-mediated cytoprotection of PC12 cells challenged by hydrogen peroxide. |
| PubMed:Spray-dried propolis extract, II: prenylated components of green propolis. |
| PubMed:A validated reverse-phase HPLC analytical method for the quantification of phenolic compounds in Baccharis dracunculifolia. |
| PubMed:Enantiomeric separation of some flavanones using shinorhizobial linear octasaccharides in CE. |
| PubMed:Effects of propolis crude hydroalcoholic extract on chromosomal aberrations induced by doxorubicin in rats. |
| PubMed:Some flavonoids and DHEA-S prevent the cis-effect of expanded CTG repeats in a stable PC12 cell transformant. |
| PubMed:Antimycobacterial activity and cytotoxicity of flavonoids from the flowers of Chromolaena odorata. |
| PubMed:Methoxylated flavonols and flavanones from Eupatorium odoratum. |
| PubMed:Antimicrobial activity of the extract and isolated compounds from Baccharis dracunculifolia D. C. (Asteraceae). |
| PubMed:A reliable quantitative method for the analysis of phenolic compounds in Brazilian propolis by reverse phase high performance liquid chromatography. |
| PubMed:[Studies on flavonoid constituents from herbs of Artemisia ordosica II]. |
| PubMed:Effect of Baccharis dracunculifolia D.C. (Asteraceae) extracts and its isolated compounds on macrophage activation. |
| PubMed:Enantioseparation of some chiral flavanones using microbial cyclic beta-(1-->3),(1-->6)-glucans as novel chiral additives in capillary electrophoresis. |
| PubMed:Flavanone metabolism in healthy and tumor-bearing rats. |
| PubMed:Separation of some chiral flavonoids by microbial cyclosophoraoses and their sulfated derivatives in micellar electrokinetic chromatography. |
| PubMed:In-vitro trypanocidal activity evaluation of crude extract and isolated compounds from Baccharis dracunculifolia D.C. (Asteraceae). |
| PubMed:Effect of Brazilian green propolis on the production of reactive oxygen species by stimulated neutrophils. |
| PubMed:Antioxidative bioavailability of artepillin C in Brazilian propolis. |
| PubMed:Separation of some chiral flavanones by micellar electrokinetic chromatography. |
| PubMed:Flavonoids as inhibitors or enhancers of the cytotoxicity of tumor necrosis factor-alpha in L-929 tumor cells. |
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3D/inchi