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http://linked.open...gbank/description
| - Resveratrol (3,5,4'-trihydroxystilbene) is a polyphenolic phytoalexin. It is a stilbenoid, a derivate of stilbene, and is produced in plants with the help of the enzyme stilbene synthase. It exists as two structural isomers: cis-(Z) and trans-(E), with the trans-isomer shown in the top image. The trans- form can undergo isomerisation to the cis- form when heated or exposed to ultraviolet irradiation. In a 2004 issue of Science, Dr. Sinclair of Harvard University said resveratrol is not an easy molecule to protect from oxidation. It has been claimed that it is readily degraded by exposure to light, heat, and oxygen. However, studies find that Trans-resveratrol undergoes negligible oxidation in normal atmosphere at room temperature. [Wikipedia] (en)
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http://linked.open...generalReferences
| - # Farina A, Ferranti C, Marra C: An improved synthesis of resveratrol. Nat Prod Res. 2006 Mar;20(3):247-52. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/16401555 # Renaud S, Ruf JC: The French paradox: vegetables or wine. Circulation. 1994 Dec;90(6):3118-9. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/7994864 # Wang Y, Catana F, Yang Y, Roderick R, van Breemen RB: An LC-MS method for analyzing total resveratrol in grape juice, cranberry juice, and in wine. J Agric Food Chem. 2002 Jan 30;50(3):431-5. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/11804508 # Lyons MM, Yu C, Toma RB, Cho SY, Reiboldt W, Lee J, van Breemen RB: Resveratrol in raw and baked blueberries and bilberries. J Agric Food Chem. 2003 Sep 24;51(20):5867-70. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/13129286 # Walle T, Hsieh F, DeLegge MH, Oatis JE Jr, Walle UK: High absorption but very low bioavailability of oral resveratrol in humans. Drug Metab Dispos. 2004 Dec;32(12):1377-82. Epub 2004 Aug 27. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/15333514 # Csaki C, Keshishzadeh N, Fischer K, Shakibaei M: Regulation of inflammation signalling by resveratrol in human chondrocytes in vitro. Biochem Pharmacol. 2007 Sep 18;. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/17959154 # Docherty JJ, Fu MM, Stiffler BS, Limperos RJ, Pokabla CM, DeLucia AL: Resveratrol inhibition of herpes simplex virus replication. Antiviral Res. 1999 Oct;43(3):145-55. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/10551373 # N' soukpoe-Kossi CN, St-Louis C, Beauregard M, Subirade M, Carpentier R, Hotchandani S, Tajmir-Riahi HA: Resveratrol binding to human serum albumin. J Biomol Struct Dyn. 2006 Dec;24(3):277-83. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/17054386 (en)
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http://linked.open...gy/drugbank/group
| - experimental (en)
- investigational (en)
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http://linked.open...ugbank/indication
| - Being investigated for the treatment of Herpes labialis infections (cold sores). (en)
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sameAs
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Title
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adms:identifier
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http://linked.open...mechanismOfAction
| - Resveratrol suppresses NF-kappaB (NF-kappaB) activation in HSV infected cells. Reports have indicated that HSV activates NF-kappaB during productive infection and this may be an essential aspect of its replication scheme [PMID: 9705914]. (en)
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http://linked.open.../drugbank/synonym
| - (E)-5-(2-(4-hydroxyphenyl)ethenyl)-1,3-benzenediol (en)
- (E)-5-(p-Hydroxystyryl)resorcinol (en)
- (E)-5-[2-(4-Hydroxyphenyl)ethenyl]-1,3-benzenediol (en)
- (E)-5-[2-(4-hydroxyphenyl)ethenyl]-1,3-benzendiol (en)
- (E)-resveratrol (en)
- 3,4',5-Stilbenetriol (en)
- 3,4',5-Trihydroxystilbene (en)
- 3,4',5-trihydroxy-stilbene (en)
- trans-3,4',5-trihydroxystilbene (en)
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http://linked.open...nk/proteinBinding
| - Strong affinity towards protein binding. (en)
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http://linked.open...ynthesisReference
| - Philippe Jeandet, Roger Bessis, Marielle Adrian, Jean-Claude Yvin, Jean-Marie Joubert, "Use of aluminium chloride as a resveratrol synthesis elicitor." U.S. Patent US6080701, issued August, 1991. (en)
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http://linked.open...y/mesh/hasConcept
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http://linked.open...ugbank/IUPAC-Name
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http://linked.open...gy/drugbank/InChI
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http://linked.open...Molecular-Formula
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http://linked.open.../Molecular-Weight
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http://linked.open...noisotopic-Weight
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http://linked.open...y/drugbank/SMILES
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http://linked.open.../Water-Solubility
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http://linked.open...ogy/drugbank/logP
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http://linked.open...ogy/drugbank/logS
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http://linked.open...nd-Acceptor-Count
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http://linked.open...-Bond-Donor-Count
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http://linked.open...drugbank/InChIKey
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http://linked.open...urface-Area--PSA-
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http://linked.open...nk/Polarizability
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http://linked.open...bank/Refractivity
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http://linked.open...atable-Bond-Count
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http://linked.open...ugbank/absorption
| - High absorption but very low bioavailability. (en)
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http://linked.open.../affectedOrganism
| - Humans and other mammals (en)
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http://linked.open...casRegistryNumber
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http://linked.open...drugbank/category
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http://linked.open...k/Bioavailability
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http://linked.open...bank/Ghose-Filter
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http://linked.open...nk/MDDR-Like-Rule
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http://linked.open...ank/Melting-Point
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http://linked.open...k/Number-of-Rings
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http://linked.open...siological-Charge
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http://linked.open...bank/Rule-of-Five
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http://linked.open...tional-IUPAC-Name
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http://linked.open...strongest-acidic-
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http://linked.open...-strongest-basic-
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