Hopeaphenol

Hopeaphenol
	Chemical structure of hopeaphenol
Names
	Other names (-)-hopeaphenol
Identifiers
CAS Number	17912-85-5
ChEMBL	ChEMBL1082601
ChemSpider	10277817
Jmol 3D model	Interactive image
PubChem	495605
	InChI InChI=1S/C56H42O12/c57-29-9-1-25(2-10-29)45-47-37(17-33(61)21-41(47)65)53-49-39(19-35(63)23-43(49)67-55(53)27-5-13-31(59)14-6-27)51(45)52-40-20-36(64)24-44-50(40)54(56(68-44)28-7-15-32(60)16-8-28)38-18-34(62)22-42(66)48(38)46(52)26-3-11-30(58)12-4-26/h1-24,45-46,51-66H/t45-,46-,51-,52-,53-,54-,55+,56+/m0/s1 Key: YQQUILZPDYJDQJ-QWJFNKQSSA-N ; InChI=1/C56H42O12/c57-29-9-1-25(2-10-29)45-47-37(17-33(61)21-41(47)65)53-49-39(19-35(63)23-43(49)67-55(53)27-5-13-31(59)14-6-27)51(45)52-40-20-36(64)24-44-50(40)54(56(68-44)28-7-15-32(60)16-8-28)38-18-34(62)22-42(66)48(38)46(52)26-3-11-30(58)12-4-26/h1-24,45-46,51-66H/t45-,46-,51-,52-,53-,54-,55+,56+/m0/s1 Key: YQQUILZPDYJDQJ-QWJFNKQSBW ;
	SMILES OC(C=C1)=CC=C1[C@@H]2OC3=CC(O)=CC4=C3[C@@]2([H])C(C=C(O)C=C5O)=C5[C@@H](C6=CC=C(O)C=C6)[C@]4([H])[C@@]7([H])[C@H](C8=CC=C(O)C=C8)C9=C(C=C(O)C=C9O)[C@]%10([H])C%11=C7C=C(O)C=C%11O[C@H]%10C%12=CC=C(O)C=C%12 ;
Properties
Chemical formula	C56H42O12
Molar mass	906.94 g·mol−1
Vapor pressure	{{{value}}}
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Hopeaphenol is a stilbenoid. It is a resveratrol tetramer. It has been first isolated from Dipterocarpaceae^[1] like Shorea ovalis.^[2] It has also been isolated from wines from North Africa.^[3]

It shows an opposite effect to vitisin A on apoptosis of myocytes isolated from adult rat heart.^[4]

References

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↑ The structure of hopeaphenol. P. Coggon, T. J. King and S. C. Wallwork, Chem. Commun. (London), 1966, pages 439-440, doi:10.1039/C19660000439
↑ The Isolation of Hopeaphenol, a Tetramer Stilbene, from Shorea ovalis Blume. Advances in Natural & Applied Sciences, January–April 2009, Volume 3, Issue 1, page 107 (abstract)
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↑ Opposite Effects of Two Resveratrol (trans-3,5,4′-Trihydroxystilbene) Tetramers, Vitisin A and Hopeaphenol, on Apoptosis of Myocytes Isolated from Adult Rat Heart. Kazuhiko Seya, Kouta Kanemaru, Chiharu Sugimoto, Megumi Suzuki, Teruko Takeo, Shigeru Motomura, Haruo Kitahara, Masatake Niwa, Yoshiteru Oshima and Ken-Ichi Furukawa, JPET January 2009 vol. 328 no. 1 90-98, doi:10.1124/jpet.108.143172