isosakuranetin
angophorol
Identification
| Name | isosakuranetin |
| IUPAC | (2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one |
| CAS Number | 480-43-3 |
| EINECS | 207-551-8 |
| FDA UNII | U02X7TF8UA |
| Molecular Formula | C16 H14 O5 |
| Molecular Weight | 286.28358000 |
| MDL Number | MFCD00017313 |
| Nikkaji Number | J12.391I |
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 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 isosakuranetin usage levels up to | not for fragrance use. |
| Recommendation for isosakuranetin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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.