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Hydrangenol

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Hydrangenol
Chemical structure of hydrangenol
Names
IUPAC name 8-hydroxy-3-(4-hydroxyphenyl)-3,4-dihydroisochromen-1-one
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C15H12O4/c16-11-6-4-9(5-7-11)13-8-10-2-1-3-12(17)14(10)15(18)19-13/h1-7,13,16-17H,8H2Key: DGKDFNDHPXVXHW-UHFFFAOYSA-N
  • InChI=1/C15H12O4/c16-11-6-4-9(5-7-11)13-8-10-2-1-3-12(17)14(10)15(18)19-13/h1-7,13,16-17H,8H2Key: DGKDFNDHPXVXHW-UHFFFAOYAS
SMILES
  • C1C(OC(=O)C2=C1C=CC=C2O)C3=CC=C(C=C3)O
Properties
Chemical formula C15H12O4
Molar mass 256.25 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Hydrangenol is an dihydroisocoumarin. It can found in Hydrangea macrophylla, as well as its 8-O-glucoside. (-)-hydrangenol 4'-O-glucoside and (+)-hydrangenol 4'-O-glucosidecan be found in Hydrangeae Dulcis Folium, the processed leaves of H. macrophylla var. thunbergii.

References

  1. 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, no8, pp. 870-872, INIST 1959604
  2. Thunberginols C, D, and E, new antiallergic and antimicrobial dihydroisocoumarins, and thunberginol G 3'-O-glucoside and (-)-hydrangenol 4'-O-glucoside, new dihydroisocoumarin glycosides, from Hydrangeae Dulcis Folium. Yoshikawa M, Uchida E, Chatani N, Kobayashi H, Naitoh Y, Okuno Y, Matsuda H, Yamahara J and Murakami N. Chem Pharm Bull (Tokyo). 1992 Dec;40(12), pp. 3352-3354, PMID 1363465
  3. Development of bioactive functions in hydrangeae dulcis folium. V. On the antiallergic and antimicrobial principles of hydrangeae dulcis folium. (2). Thunberginols C, D, and E, thunberginol G 3'-O-glucoside, (-)-hydrangenol 4'-o-glucoside, and (+)-hydrangenol 4'-O-glucoside. Yoshikawa M, Matsuda H, Shimoda H, Shimada H, Harada E, Naitoh Y, Miki A, Yamahara J and Murakami N, Chem Pharm Bull (Tokyo). 1996 Aug;44(8), pp. 1440-1447, PMID 8795265, INIST 3226693
Types of isocoumarins
Aglycones
Dihydroisocoumarins

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