sissotrin
4H-1-benzopyran-4-one, 7-(hexopyranosyloxy)-5-hydroxy-3-(4-methoxyphenyl)-
Identification
| Name | sissotrin |
| IUPAC | 5-hydroxy-3-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one |
| CAS Number | 5928-26-7 |
| FDA UNII | 2F2SK16U1X |
| Molecular Formula | C22 H22 O10 |
| Molecular Weight | 446.40934000 |
| MDL Number | MFCD00075975 |
| Beilstein | 1302648 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 754.90 °C. @ 760.00 mm Hg (est) |
| Flash Point | 510.00 °F. TCC ( 265.50 °C. ) (est) |
| logP (o/w) | 0.970 (est) |
| Soluble in | water, 383.6 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| 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 sissotrin usage levels up to | not for fragrance use. |
| Recommendation for sissotrin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
4H-1-
benzopyran-4-one, 7-(hexopyranosyloxy)-5-hydroxy-3-(4-methoxyphenyl)-
biochanin A 7-beta-D-glucopyranoside
biochanin A 7-glucoside
biochanin A 7-o-beta-glucoside
biochanin A glucoside
7-(beta-D-
glucopyranosyloxy)-5-hydroxy-3-(4-methoxyphenyl)-4h-1-benzopyran-4-one
5-
hydroxy-3-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl hexopyranoside
5-
hydroxy-3-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
sissotrine
PubMed:
Glucosylation of isoflavonoids in engineered escherichia coli.
PubMed:
[Isoflavonoids from roots of Astragalus membranaceus var. mongholicus].
PubMed:
Phytotoxic effect, uptake, and transformation of biochanin A in selected weed species.
PubMed:
Distribution of isoflavones and coumestrol in neglected tropical and subtropical legumes.
PubMed:
Studies on phytoestrogenic and nonphytoestrogenic compounds in Trifolium incarnatum L. and other clover species using pressurized liquid extraction and high performance column liquid chromatography with photodiode-array and fluorescence detection.
PubMed:
Phenolic compounds from Pueraria lobata protect PC12 cells against Aβ-induced toxicity.
PubMed:
Inactivation of baculovirus by isoflavonoids on chickpea (Cicer arietinum) leaf surfaces reduces the efficacy of nucleopolyhedrovirus against Helicoverpa armigera.
PubMed:
Anti-platelet effects of flavonoids and flavonoid-glycosides from Sophora japonica.
PubMed:
Ultrahigh-pressure liquid chromatography of isoflavones and phenolic acids on different stationary phases.
PubMed:
The opposing effects of the flavonoids isoquercitrin and sissotrin, isolated from Pterospartum tridentatum, on oral glucose tolerance in rats.
PubMed:
Rapid-resolution HPLC with spectrometric detection for the determination and identification of isoflavones in soy preparations and plant extracts.
PubMed:
Isoflavonoids are present in Arabidopsis thaliana despite the absence of any homologue to known isoflavonoid synthases.
PubMed:
[A new natural product from the roots of Hedysarum multijugum].
PubMed:
Supercritical fluid extraction of isoflavones from biological samples with ultra-fast high-performance liquid chromatography/mass spectrometry.
PubMed:
Determination of isoflavones in soy bits by fast column high-performance liquid chromatography coupled with UV-visible diode-array detection.
PubMed:
Evaluation of isoflavone aglycon and glycoside distribution in soy plants and soybeans by fast column high-performance liquid chromatography coupled with a diode-array detector.
PubMed:
Immunoassay for biochanin A.
PubMed:
Isoflavonoids in the Rutaceae family: 1. Fortunella obovata, Murraya paniculata and four Citrus species.
PubMed:
Flavonoids of an extract of Pterospartum tridentatum showing endothelial protection against oxidative injury.