Hopeaphenol

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Hopeaphenol
Chemical structure of hopeaphenol
Names
Other names
(-)-hopeaphenol
Identifiers
3D model (
JSmol
)
ChEMBL
ChemSpider
UNII
  • 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 ☒N
    Key: YQQUILZPDYJDQJ-QWJFNKQSSA-N ☒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
  • 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
C56H42O12
Molar mass 906.940 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Hopeaphenol is a

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]

See also

  • Phenolic compounds in wine

References

  1. doi:10.1039/C19660000439
  2. ^ 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)
  3. PMID 17147446
    .
  4. S2CID 22844861
    .
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