Thunberginol A

Thunberginol A
Names
	Preferred IUPAC name 3-(3,4-Dihydroxyphenyl)-8-hydroxy-1H-2-benzopyran-1-one
Identifiers
CAS Number	147666-80-6 ;
3D model (JSmol)	Interactive image;
ChemSpider	4479556;
PubChem CID	5321948;
UNII	WK8ZG6DZL6 ;
CompTox Dashboard (EPA)	DTXSID30163773 ;
	InChI InChI=1S/C15H10O5/c16-10-5-4-8(6-12(10)18)13-7-9-2-1-3-11(17)14(9)15(19)20-13/h1-7,16-18H Key: WHZXJVJVGGWZQI-UHFFFAOYSA-N;
	SMILES C1=CC2=C(C(=C1)O)C(=O)OC(=C2)C3=CC(=C(C=C3)O)O;
Properties
Chemical formula	C15H10O5
Molar mass	270.240 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Thunberginol A is an isocoumarin found in Hydrangea macrophylla^[1] and the herbal preparation hydrangeae dulcis folium which is produced from its leaves.^[2]^[3]

References

^ Matsuda, H.; Shimoda, H.; Yamahara, J.; Yoshikawa, M. (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.
^ Yamahara, J.; Matsuda, H.; Shimoda, H.; Wariishi, N.; Yagi, N.; Murakami, N.; Yoshikawa, M. (1995). "Effects of thunberginol a contained in Hydrangeae dulcis forium on types I-IV allergies". Nihon Yakurigaku Zasshi. Folia Pharmacologica Japonica (in Japanese). 105 (5): 365–379. doi:10.1254/fpj.105.365. PMID 7628785.
^ Matsuda, H.; Shimoda, H.; Yamahara, J.; Yoshikawa, M. (1998). "Immunomodulatory activity of thunberginol a and related compounds isolated from hydrangeae dulcis folium on splenocyte proliferation activated by mitogens". Bioorganic & Medicinal Chemistry Letters. 8 (3): 215–20. doi:10.1016/S0960-894X(97)10221-9. PMID 9871657.

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[1] Matsuda, H.; Shimoda, H.; Yamahara, J.; Yoshikawa, M. (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] Yamahara, J.; Matsuda, H.; Shimoda, H.; Wariishi, N.; Yagi, N.; Murakami, N.; Yoshikawa, M. (1995). "Effects of thunberginol a contained in Hydrangeae dulcis forium on types I-IV allergies". Nihon Yakurigaku Zasshi. Folia Pharmacologica Japonica (in Japanese). 105 (5): 365–379. doi:10.1254/fpj.105.365. PMID 7628785.

[3] Matsuda, H.; Shimoda, H.; Yamahara, J.; Yoshikawa, M. (1998). "Immunomodulatory activity of thunberginol a and related compounds isolated from hydrangeae dulcis folium on splenocyte proliferation activated by mitogens". Bioorganic & Medicinal Chemistry Letters. 8 (3): 215–20. doi:10.1016/S0960-894X(97)10221-9. PMID 9871657.

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v t e Types of isocoumarins
Aglycones	Bergenon Thunberginol A and B
Dihydroisocoumarins	Hydrangenol Mellein 6-Hydroxymellein 6-Methoxymellein Monocerin Phyllodulcin Thunberginol C, D, E and G