phyllodulcin
3,4-dihydro-8-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-1H-2-benzopyran-1-one
Identification
| Name | phyllodulcin |
| CAS Number | 480-46-6 |
| FDA UNII | Search |
| Molecular Formula | C16 H14 O5 |
| Molecular Weight | 286.28358000 |
| Nikkaji Number | J969.332G |
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 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 phyllodulcin usage levels up to | not for fragrance use. |
| Recommendation for phyllodulcin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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)].