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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
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • 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,8H2 ☒N
    Key: DGKDFNDHPXVXHW-UHFFFAOYSA-N ☒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,8H2
    Key: DGKDFNDHPXVXHW-UHFFFAOYAS
  • C1C(OC(=O)C2=C1C=CC=C2O)C3=CC=C(C=C3)O
Properties
C15H12O4
Molar mass 256.25 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Hydrangenol is a dihydroisocoumarin. It can be found in Hydrangea macrophylla, as well as its 8-O-glucoside.[1] (-)-hydrangenol 4'-O-glucoside[2] and (+)-hydrangenol 4'-O-glucoside[3] can be found in Hydrangeae Dulcis Folium, the processed leaves of H. macrophylla var. thunbergii.

References

  1. ^ Matsuda, Hisashi; Simoda, Hiroshi; Yamahara, Johji; Yoshikawa, Masayuki (1999). "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". Biological & Pharmaceutical Bulletin. 22 (8): 870–872. doi:10.1248/bpb.22.870. PMID 10480329. INIST 1959604.
  2. ^ Yoshikawa, M; Uchida, E; Chatani, N; Kobayashi, H; Naitoh, Y; Okuno, Y; Matsuda, H; Yamahara, J; Murakami, N (1992). "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". Chemical & Pharmaceutical Bulletin. 40 (12): 3352–4. doi:10.1248/cpb.40.3352. PMID 1363465.
  3. ^ Yoshikawa, M; Matsuda, H; Shimoda, H; Shimada, H; Harada, E; Naitoh, Y; Miki, A; Yamahara, J; Murakami, N (1996). "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". Chemical & Pharmaceutical Bulletin. 44 (8): 1440–7. doi:10.1248/cpb.44.1440. PMID 8795265. INIST 3226693.


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