sissotrin

4H-1-benzopyran-4-one, 7-(hexopyranosyloxy)-5-hydroxy-3-(4-methoxyphenyl)-

CAS: 5928-26-7 C22 H22 O10 MW: 446.40934000

Identification

Namesissotrin
IUPAC5-hydroxy-3-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
CAS Number5928-26-7
FDA UNII2F2SK16U1X
Molecular FormulaC22 H22 O10
Molecular Weight446.40934000
MDL NumberMFCD00075975
Beilstein1302648

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 SDSView
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 sissotrin usage levels up tonot for fragrance use.
Recommendation for sissotrin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

chickpea chickpea sprout

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.