Hopeaphenol: Difference between revisions

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	'''Hopeaphenol''' is a ]. It is a ] ]. It has been first isolated from ]<ref>The structure of hopeaphenol. P. Coggon, T. J. King and S. C. Wallwork, Chem. Commun. (London), 1966, pages 439-440, {{doi\|10.1039/C19660000439}}</ref> like '']''.<ref>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 ()</ref> It has also been isolated from ]s from North Africa.<ref>{{cite journal \| title = Hopeaphenol: The First Resveratrol Tetramer in Wines from North Africa \|author1=Habiba Amira Guebailia \|author2=Kleopatra Chira \|author3=Tristan Richard \|author4=Teguiche Mabrouk \|author5=Aurélie Furiga \|author6=Xavier Vitrac \|author7=Jean-Pierre Monti \|author8=Jean-Claude Delaunay \|author9=Jean-Michel Mérillon \| journal = J. Agric. Food Chem. \| year = 2006 \| volume = 54 \| pages = 9559–9564 \| doi = 10.1021/jf062024g \| issue = 25 \| pmid = 17147446}}</ref>		'''Hopeaphenol''' is a ]. It is a ] ]. It has been first isolated from ]<ref>The structure of hopeaphenol. P. Coggon, T. J. King and S. C. Wallwork, Chem. Commun. (London), 1966, pages 439-440, {{doi\|10.1039/C19660000439}}</ref> like '']''.<ref>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 ()</ref> It has also been isolated from ]s from North Africa.<ref>{{cite journal \| title = Hopeaphenol: The First Resveratrol Tetramer in Wines from North Africa \|author1=Habiba Amira Guebailia \|author2=Kleopatra Chira \|author3=Tristan Richard \|author4=Teguiche Mabrouk \|author5=Aurélie Furiga \|author6=Xavier Vitrac \|author7=Jean-Pierre Monti \|author8=Jean-Claude Delaunay \|author9=Jean-Michel Mérillon \| journal = J. Agric. Food Chem. \| year = 2006 \| volume = 54 \| pages = 9559–9564 \| doi = 10.1021/jf062024g \| issue = 25 \| pmid = 17147446}}</ref>

	It shows an opposite effect to ] on apoptosis of myocytes isolated from adult rat heart.<ref>{{cite journal \| ~~last~~=Seya \| ~~first~~=Kazuhiko \| last2=Kanemaru \| first2=Kouta \| last3=Sugimoto \| first3=Chiharu \| last4=Suzuki \| first4=Megumi \| last5=Takeo \| first5=Teruko \| last6=Motomura \| first6=Shigeru \| last7=Kitahara \| first7=Haruo \| last8=Niwa \| first8=Masatake \| last9=Oshima \| first9=Yoshiteru \| last10=Furukawa \| first10=Ken-Ichi \|display-authors=5\| title=Opposite Effects of Two Resveratrol (trans-3,5,4′-Trihydroxystilbene) Tetramers, Vitisin A and Hopeaphenol, on Apoptosis of Myocytes Isolated from Adult Rat Heart \| journal=Journal of Pharmacology and Experimental Therapeutics \| publisher=American Society for Pharmacology & Experimental Therapeutics (ASPET) \| volume=328 \| issue=1 \| date=2008-10-16 \| issn=0022-3565 \| doi=10.1124/jpet.108.143172 \| pages=90–98}}</ref>		It shows an opposite effect to ] on apoptosis of myocytes isolated from adult rat heart.<ref>{{cite journal \| last1=Seya \| first1=Kazuhiko \| last2=Kanemaru \| first2=Kouta \| last3=Sugimoto \| first3=Chiharu \| last4=Suzuki \| first4=Megumi \| last5=Takeo \| first5=Teruko \| last6=Motomura \| first6=Shigeru \| last7=Kitahara \| first7=Haruo \| last8=Niwa \| first8=Masatake \| last9=Oshima \| first9=Yoshiteru \| last10=Furukawa \| first10=Ken-Ichi \|display-authors=5\| title=Opposite Effects of Two Resveratrol (trans-3,5,4′-Trihydroxystilbene) Tetramers, Vitisin A and Hopeaphenol, on Apoptosis of Myocytes Isolated from Adult Rat Heart \| journal=Journal of Pharmacology and Experimental Therapeutics \| publisher=American Society for Pharmacology & Experimental Therapeutics (ASPET) \| volume=328 \| issue=1 \| date=2008-10-16 \| issn=0022-3565 \| doi=10.1124/jpet.108.143172 \| pages=90–98\| pmid=18927354 \| s2cid=22844861 }}</ref>

	== See also ==		== See also ==

Latest revision as of 16:46, 17 March 2023

Hopeaphenol
Names

Other names (-)-hopeaphenol
Identifiers
CAS Number	17912-85-5
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1082601
ChemSpider	10277817
PubChem CID	495605
UNII	8K2E6922LC
CompTox Dashboard (EPA)	DTXSID801029736
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/s1Key: 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/s1Key: YQQUILZPDYJDQJ-QWJFNKQSBW
SMILES OC(C=C1)=CC=C12OC3=CC(O)=CC4=C32()C(C=C(O)C=C5O)=C5(C6=CC=C(O)C=C6)4()7()(C8=CC=C(O)C=C8)C9=C(C=C(O)C=C9O)%10()C%11=C7C=C(O)C=C%11O%10C%12=CC=C(O)C=C%12
Properties
Chemical formula	C₅₆H₄₂O₁₂
Molar mass	906.940 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

Hopeaphenol is a stilbenoid. It is a resveratrol tetramer. It has been first isolated from Dipterocarpaceae like Shorea ovalis. It has also been isolated from wines from North Africa.

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

References

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)
Habiba Amira Guebailia; Kleopatra Chira; Tristan Richard; Teguiche Mabrouk; Aurélie Furiga; Xavier Vitrac; Jean-Pierre Monti; Jean-Claude Delaunay; Jean-Michel Mérillon (2006). "Hopeaphenol: The First Resveratrol Tetramer in Wines from North Africa". J. Agric. Food Chem. 54 (25): 9559–9564. doi:10.1021/jf062024g. PMID 17147446.
Seya, Kazuhiko; Kanemaru, Kouta; Sugimoto, Chiharu; Suzuki, Megumi; Takeo, Teruko; et al. (2008-10-16). "Opposite Effects of Two Resveratrol (trans-3,5,4′-Trihydroxystilbene) Tetramers, Vitisin A and Hopeaphenol, on Apoptosis of Myocytes Isolated from Adult Rat Heart". Journal of Pharmacology and Experimental Therapeutics. 328 (1). American Society for Pharmacology & Experimental Therapeutics (ASPET): 90–98. doi:10.1124/jpet.108.143172. ISSN 0022-3565. PMID 18927354. S2CID 22844861.

Oligostilbenoids and their glycosides

Dimers

Trimers

Tetramers:

Dibalanocarpol
Gnetin J (3"-hydroxygnetin E)
Gnetin K (3"-methoxygnetin E)
Gnetuhainin R (isorhapontigenin tetramer)
Laetevirenol F and G

Higher polymers
(five units or more)

Vaticanol D, H, I and J

Oligomeric forms
of resveratrol

Dimers	Amurensin A and H Ampelopsin A B D and F Balanocarpol Cyphostemmin A and B δ-viniferin ε-viniferin Gnetin A and C Leachinol F Malibatol A Pallidol Parthenocissin A Quadrangularin A Restrytisol A, B and C Vitisinol D
Trimers	α-viniferin Ampelopsin C Amurensin C, D and G Hopeanolin Malaysianol A Miyabenol C Resviniferin A and B trans-diptoindonesin B
Tetramers	Ampelopsin H Amurensin K Caraphenol B Carasinol B Flexuosol A Hopeaphenol Kobophenol A Miyabenol A Vaticanol B and C Vaticaphenol A Vitisin A B and C β-viniferin (cyclic resveratrol tetramer)
Pentamers	Amurensin E and F
Hexamers	Chunganenol
Higher polymers	γ-viniferin Valeriaphenol A

Glycosides or conjugates

Diptoindonesin A (C-glucoside of ε-viniferin)
Foeniculoside I (glucoside of miyabenol C), II, III and IV
Laevifonol (an ε-viniferin-ascorbic acid hybrid compound)
Laevifoside (O-glucoside of ampelopsin A)

Categories:

Revision as of 14:03, 25 August 2022 editFswitzer4 (talk \| contribs)Extended confirmed users10,572 editsm Added UNII← Previous edit		Latest revision as of 16:46, 17 March 2023 edit undoCitation bot (talk \| contribs)Bots5,428,403 edits Add: s2cid, pmid, authors 1-1. Removed parameters. Some additions/deletions were parameter name changes. \| Use this bot. Report bugs. \| Suggested by Whoop whoop pull up \| #UCB_webform 557/3819
Line 46:		Line 46:
	'''Hopeaphenol''' is a ]. It is a ] ]. It has been first isolated from ]<ref>The structure of hopeaphenol. P. Coggon, T. J. King and S. C. Wallwork, Chem. Commun. (London), 1966, pages 439-440, {{doi\|10.1039/C19660000439}}</ref> like '']''.<ref>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 ()</ref> It has also been isolated from ]s from North Africa.<ref>{{cite journal \| title = Hopeaphenol: The First Resveratrol Tetramer in Wines from North Africa \|author1=Habiba Amira Guebailia \|author2=Kleopatra Chira \|author3=Tristan Richard \|author4=Teguiche Mabrouk \|author5=Aurélie Furiga \|author6=Xavier Vitrac \|author7=Jean-Pierre Monti \|author8=Jean-Claude Delaunay \|author9=Jean-Michel Mérillon \| journal = J. Agric. Food Chem. \| year = 2006 \| volume = 54 \| pages = 9559–9564 \| doi = 10.1021/jf062024g \| issue = 25 \| pmid = 17147446}}</ref>		'''Hopeaphenol''' is a ]. It is a ] ]. It has been first isolated from ]<ref>The structure of hopeaphenol. P. Coggon, T. J. King and S. C. Wallwork, Chem. Commun. (London), 1966, pages 439-440, {{doi\|10.1039/C19660000439}}</ref> like '']''.<ref>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 ()</ref> It has also been isolated from ]s from North Africa.<ref>{{cite journal \| title = Hopeaphenol: The First Resveratrol Tetramer in Wines from North Africa \|author1=Habiba Amira Guebailia \|author2=Kleopatra Chira \|author3=Tristan Richard \|author4=Teguiche Mabrouk \|author5=Aurélie Furiga \|author6=Xavier Vitrac \|author7=Jean-Pierre Monti \|author8=Jean-Claude Delaunay \|author9=Jean-Michel Mérillon \| journal = J. Agric. Food Chem. \| year = 2006 \| volume = 54 \| pages = 9559–9564 \| doi = 10.1021/jf062024g \| issue = 25 \| pmid = 17147446}}</ref>

	It shows an opposite effect to ] on apoptosis of myocytes isolated from adult rat heart.<ref>{{cite journal \| ~~last~~=Seya \| ~~first~~=Kazuhiko \| last2=Kanemaru \| first2=Kouta \| last3=Sugimoto \| first3=Chiharu \| last4=Suzuki \| first4=Megumi \| last5=Takeo \| first5=Teruko \| last6=Motomura \| first6=Shigeru \| last7=Kitahara \| first7=Haruo \| last8=Niwa \| first8=Masatake \| last9=Oshima \| first9=Yoshiteru \| last10=Furukawa \| first10=Ken-Ichi \|display-authors=5\| title=Opposite Effects of Two Resveratrol (trans-3,5,4′-Trihydroxystilbene) Tetramers, Vitisin A and Hopeaphenol, on Apoptosis of Myocytes Isolated from Adult Rat Heart \| journal=Journal of Pharmacology and Experimental Therapeutics \| publisher=American Society for Pharmacology & Experimental Therapeutics (ASPET) \| volume=328 \| issue=1 \| date=2008-10-16 \| issn=0022-3565 \| doi=10.1124/jpet.108.143172 \| pages=90–98}}</ref>		It shows an opposite effect to ] on apoptosis of myocytes isolated from adult rat heart.<ref>{{cite journal \| last1=Seya \| first1=Kazuhiko \| last2=Kanemaru \| first2=Kouta \| last3=Sugimoto \| first3=Chiharu \| last4=Suzuki \| first4=Megumi \| last5=Takeo \| first5=Teruko \| last6=Motomura \| first6=Shigeru \| last7=Kitahara \| first7=Haruo \| last8=Niwa \| first8=Masatake \| last9=Oshima \| first9=Yoshiteru \| last10=Furukawa \| first10=Ken-Ichi \|display-authors=5\| title=Opposite Effects of Two Resveratrol (trans-3,5,4′-Trihydroxystilbene) Tetramers, Vitisin A and Hopeaphenol, on Apoptosis of Myocytes Isolated from Adult Rat Heart \| journal=Journal of Pharmacology and Experimental Therapeutics \| publisher=American Society for Pharmacology & Experimental Therapeutics (ASPET) \| volume=328 \| issue=1 \| date=2008-10-16 \| issn=0022-3565 \| doi=10.1124/jpet.108.143172 \| pages=90–98\| pmid=18927354 \| s2cid=22844861 }}</ref>

	== See also ==		== See also ==

Latest revision as of 16:46, 17 March 2023

See also

References