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Phyllodulcin

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Phyllodulcin
Names

Preferred IUPAC name (3R)-8-Hydroxy-3-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-1H-2-benzopyran-1-one
Other names Praeruptorin
Identifiers
CAS Number	21499-23-0^Y
3D model (JSmol)	Interactive image
ChemSpider	129391
PubChem CID	146694
UNII	9DDW04R41V^Y
CompTox Dashboard (EPA)	DTXSID10944103
InChI InChI=1S/C16H14O5/c1-20-13-6-5-9(7-12(13)18)14-8-10-3-2-4-11(17)15(10)16(19)21-14/h2-7,14,17-18H,8H2,1H3/t14-/m1/s1 Key: PBILBHLAPJTJOT-CQSZACIVSA-N
SMILES COc1ccc(cc1O)[C@H]2Cc3cccc(c3C(=O)O2)O
Properties
Chemical formula	C₁₆H₁₄O₅
Molar mass	286.27 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references

Phyllodulcin is a dihydroisocoumarin found in Hydrangea macrophylla^[1] and Hydrangea serrata.^[2] It is a sweetener 400–800 times sweeter than sugar.^[3]

References

[edit]

^ 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. Matsuda H., Shimoda H., Yamahara J. and Yoshikawa M., Biological & pharmaceutical bulletin, 1999, vol. 22, no. 8, pp. 870–872, INIST 1959604.

^ Accumulation of phyllodulcin in sweet-leaf plants of Hydrangea serrata and its neutrality in the defence against a specialist leafmining herbivore. Mami Ujihara, Masateru Shinozaki and Makoto Kato, Researches on population ecology, Volume 37, Number 2, pp. 249–257, doi:10.1007/BF02515827.

^ Chemical and Functional Properties of Food Saccharides. P. Tomasik, CRC Press, Boca Raton, 2003, ISBN 978-0-8493-1486-5.

External links

[edit]

Media related to Phyllodulcin at Wikimedia Commons

Types of isocoumarins

Aglycones

Bergenon
Thunberginol A and B

Dihydroisocoumarins

v t e Artificial foods
Artificial fat substitutes	Olestra
Artificial protein substitutes	Acid-hydrolyzed vegetable protein
Artificial sugar substitutes	Acesulfame potassium Alitame Aspartame Aspartame-acesulfame salt Dulcin Glucin Hydrogenated starch hydrolysates Neohesperidin dihydrochalcone Neotame NutraSweet Nutrinova Saccharin Sodium cyclamate Sucralose
Natural food substitutes	Cheese analogues Coffee substitutes Egg substitutes Meat analogues bacon list Milk substitutes Phyllodulcin Salt substitutes
Brands	Tang
Related topics	Food safety List of food additives

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