isosakuranetin

angophorol

CAS: 480-43-3 C16 H14 O5 MW: 286.28358000

Identification

Nameisosakuranetin
IUPAC(2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
CAS Number480-43-3
EINECS207-551-8
FDA UNIIU02X7TF8UA
Molecular FormulaC16 H14 O5
Molecular Weight286.28358000
MDL NumberMFCD00017313
Nikkaji NumberJ12.391I

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 539.20 °C. @ 760.00 mm Hg (est)
Flash Point 402.00 °F. TCC ( 205.60 °C. ) (est)
logP (o/w) 3.840 (est)
Soluble in water, 109.2 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 isosakuranetin usage levels up tonot for fragrance use.
Recommendation for isosakuranetin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

orange fruit

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 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.