phyllodulcin

3,4-dihydro-8-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-1H-2-benzopyran-1-one

CAS: 480-46-6 C16 H14 O5 MW: 286.28358000

Identification

Namephyllodulcin
CAS Number480-46-6
FDA UNIISearch
Molecular FormulaC16 H14 O5
Molecular Weight286.28358000
Nikkaji NumberJ969.332G

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 540.64 °C. @ 760.00 mm Hg (est)
Flash Point 403.00 °F. TCC ( 206.20 °C. ) (est)
logP (o/w) 2.300 (est)
Soluble in water, 166.3 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 phyllodulcin usage levels up tonot for fragrance use.
Recommendation for phyllodulcin flavor usage levels up tonot for flavor use.

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Potential Uses

antifungal

Natural Occurrence

hydrangea macrophylla leaf

Synonyms

3,4- dihydro-8-hydroxy-3-(3-hydroxy-4-methoxyphenyl) 1H-2-benzopyran-1-one 3,4- dihydro-8-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-1H-2-benzopyran-1-one 8- hydroxy-3-(3-hydroxy-4-methoxyphenyl)-3,4-dihydroisochromen-1-one (±)- phyllodulcin PubMed: [New facts about the molecular background of isovanilline-type sweeteners]. PubMed: Inhibition of P-glycoprotein and multidrug resistance protein 1 by dietary phytochemicals. PubMed: New type of anti-diabetic compounds from the processed leaves of Hydrangea macrophylla var. thunbergii (Hydrangeae Dulcis Folium). PubMed: Inhibitory effects of thunberginols A, B, and F on degranulations and releases of TNF-alpha and IL-4 in RBL-2H3 cells. PubMed: Metabolic fate of orally administered phyllodulcin in rats. PubMed: Phyllodulcin, a constituent of "Amacha", inhibits phosphodiesterase in bovine adrenocortical cells. PubMed: Effects of phyllodulcin, hydrangenol, and their 8-O-glucosides, and thunberginols A and F from Hydrangea macrophylla SERINGE var. thunbergii MAKINO on passive cutaneous anaphylaxis reaction in rats. PubMed: Structure-requirements of isocoumarins, phthalides, and stilbenes from Hydrangeae Dulcis Folium for inhibitory activity on histamine release from rat peritoneal mast cells. PubMed: Effect of cytokinin 4PU30 on organ differentiation and dihydroisocoumarin production in amacha callus cultures. PubMed: Development of bioactive functions in Hydrangeae dulcis folium. VI. Syntheses of thunberginols A and F and their 3'-deoxy-derivatives using regiospecific lactonization of stilbene carboxylic acid: structures and inhibitory activity on histamine release of hydramacrophyllols A and B. PubMed: Structure-taste correlations in sweet dihydrochalcone, sweet dihydroisocoumarin, and bitter flavone compounds. PubMed: Modifying effects of naturally occurring products on the development of colonic aberrant crypt foci induced by azoxymethane in F344 rats. PubMed: Development of bioactive functions in hydrangeae dulcis folium. III. On the antiallergic and antimicrobial principles of hydrangeae dulcis folium. (1). Thunberginols A, B, and F. PubMed: [Development of bioactive functions in hydrangeae dulcis folium. II. Antiulcer, antiallergy, and cholagoic effects of the extract from hydrangeae dulcis folium]. PubMed: [Quantitative analysis of dihydroisocoumarin constituents of Hydrangeae Dulcis Folium by means of high performance liquid chromatography. Chemical characterization of the processing, distribution in plant, and seasonal fluctuation]. PubMed: Thunberginols A, B, and F, new antiallergic and antimicrobial principles from hydrangeae dulcis folium. PubMed: [Study on the development of biological-active compounds after the model of natural products]. PubMed: Inhibition of 12-O-tetradecanoylphorbol-13-acetate-induced induction in Epstein-Barr virus early antigen in Raji cells. PubMed: Antifungal activity of oosponol, oospolactone, phyllodulcin, hydrangenol, and some other related compounds. PubMed: [High-speed liquid chromatographic analysis of drugs. IV. Speration analysis of phyllodulcin and hydrangenol in sweet hydrangea (author's transl)]. PubMed: [The quantitative analysis of phyllodulcin in "Amacha" (sweet hydrangea) by means of thin-layer chromatography (author's transl)].