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Pinosylvin information


Pinosylvin
Names
Preferred IUPAC name
5-[(1E)-2-Phenylethen-1-yl]benzene-1,3-diol
Other names
(E)-3,5-Stilbenediol
trans-3,5-Dihydroxystilbene
Identifiers
CAS Number
  • 22139-77-1 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL101506 ☒N
ChemSpider
  • 4444110 ☒N
ECHA InfoCard 100.208.695 Edit this at Wikidata
PubChem CID
  • 5280457
UNII
  • 881R434AIB checkY
CompTox Dashboard (EPA)
  • DTXSID00895857 Edit this at Wikidata
InChI
  • InChI=1S/C14H12O2/c15-13-8-12(9-14(16)10-13)7-6-11-4-2-1-3-5-11/h1-10,15-16H/b7-6+ ☒N
    Key: YCVPRTHEGLPYPB-VOTSOKGWSA-N ☒N
  • InChI=1/C14H12O2/c15-13-8-12(9-14(16)10-13)7-6-11-4-2-1-3-5-11/h1-10,15-16H/b7-6+
    Key: YCVPRTHEGLPYPB-VOTSOKGWBH
SMILES
  • C1=CC=C(C=C1)\C=C\C2=CC(=CC(=C2)O)O
Properties
Chemical formula
C14H12O2
Molar mass 212.248 g·mol−1
Appearance white solid
Melting point 153 to 155 °C (307 to 311 °F; 426 to 428 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Pinosylvin is an organic compound with the formula C6H5CH=CHC6H3(OH)2. A white solid, it is related to trans-stilbene, but with two hydroxy groups on one of the phenyl substituents. It is very soluble in many organic solvents, such as acetone.[1]

  1. ^ M., Haynes, William (2014). "3". CRC Handbook of Chemistry and Physics, 95th Edition (95th ed.). Hoboken: CRC Press. p. 458. ISBN 9781482208689. OCLC 908078665.{{cite book}}: CS1 maint: multiple names: authors list (link)

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Pinosylvin

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Pinosylvin is an organic compound with the formula C6H5CH=CHC6H3(OH)2. A white solid, it is related to trans-stilbene, but with two hydroxy groups on one...

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Pinosylvin synthase

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In enzymology, a pinosylvin synthase (EC 2.3.1.146) is an enzyme that catalyzes the chemical reaction 3 malonyl-CoA + cinnamoyl-CoA ⇌ {\displaystyle \rightleftharpoons...

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Curcumin

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p-coumaric acid. Only a few identified compounds, such as anigorufone and pinosylvin, build from cinnamic acid. Curcumin, which shows positive results in most...

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Wood

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bark. The most well-known wood phenolic constituents are stilbenes (e.g. pinosylvin), lignans (e.g. pinoresinol, conidendrin, plicatic acid, hydroxymatairesinol)...

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Dietary fiber

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Pinoresinol Stilbenoids (C6-C2-C6) Resveratrol Pterostilbene Piceatannol Pinosylvin Curcuminoids Curcumin Tannins Others Diarylheptanoids (C6-C7-C6) Anthraquinones...

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Capsaicin

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Pinoresinol Stilbenoids (C6-C2-C6) Resveratrol Pterostilbene Piceatannol Pinosylvin Curcuminoids Curcumin Tannins Others Diarylheptanoids (C6-C7-C6) Anthraquinones...

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Flavonoid

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Pinoresinol Stilbenoids (C6-C2-C6) Resveratrol Pterostilbene Piceatannol Pinosylvin Curcuminoids Curcumin Tannins Others Diarylheptanoids (C6-C7-C6) Anthraquinones...

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Phytoalexin

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phytoalexin produced following fungal infection by Plasmopara viticola. Pinosylvin is a pre-infectious stilbenoid toxin (i.e. synthesized prior to infection)...

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Stilbene synthase

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Stilbene synthase may refer to: Pinosylvin synthase (Pine stilbene synthase) Trihydroxystilbene synthase (Resveratrol synthase) This set index page lists...

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Phenolic acid

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Pinoresinol Stilbenoids (C6-C2-C6) Resveratrol Pterostilbene Piceatannol Pinosylvin Curcuminoids Curcumin Tannins Others Diarylheptanoids (C6-C7-C6) Anthraquinones...

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Phenylpropanoid

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List of phytochemicals in food

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Knotweed root. Pterostilbene grapes, blueberries. Piceatannol grapes. Pinosylvin Curcumin (Oxidizes to vanillin) turmeric, mustard. Ellagitannins Punicalagins...

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Anthraquinones

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Pinoresinol Stilbenoids (C6-C2-C6) Resveratrol Pterostilbene Piceatannol Pinosylvin Curcuminoids Curcumin Tannins Others Diarylheptanoids (C6-C7-C6) Anthraquinones...

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Dihydroxystilbene

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4′-Dihydroxystilbene, a stilbenoid found in the roots of Hydrangea macrophylla Pinosylvin (3,5-dihydroxystilbene), a pre-infectious stilbenoid toxin Stilbestrol...

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Polyphenol

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Pinoresinol Stilbenoids (C6-C2-C6) Resveratrol Pterostilbene Piceatannol Pinosylvin Curcuminoids Curcumin Tannins Others Diarylheptanoids (C6-C7-C6) Anthraquinones...

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Phenylpropanoids metabolism

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glucosidase that transforms coniferin into coniferol Pinosylvin synthase, an enzyme that transforms pinosylvin from cinnamoyl-CoA Trihydroxystilbene synthase...

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Phytochemical

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Pinoresinol Stilbenoids (C6-C2-C6) Resveratrol Pterostilbene Piceatannol Pinosylvin Curcuminoids Curcumin Tannins Others Diarylheptanoids (C6-C7-C6) Anthraquinones...

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Gnetum cleistostachyum

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(3-methoxy-isorhapontigenin), rhapontigenin, isorhapontigenin, 4-methoxyresveratrol and pinosylvin can be found in G. cleistostachyum. Gnetum at efloras.org Yao, Chun-Suo;...

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Naturally occurring phenols

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phytoalexin produced following fungal infection by Plasmopara viticola. Pinosylvin is a pre-infectious stilbenoid toxin (i.e. synthesized prior to infection)...

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Betalain

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Pinoresinol Stilbenoids (C6-C2-C6) Resveratrol Pterostilbene Piceatannol Pinosylvin Curcuminoids Curcumin Tannins Others Diarylheptanoids (C6-C7-C6) Anthraquinones...

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Saponin

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Pinoresinol Stilbenoids (C6-C2-C6) Resveratrol Pterostilbene Piceatannol Pinosylvin Curcuminoids Curcumin Tannins Others Diarylheptanoids (C6-C7-C6) Anthraquinones...

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Chalconoid

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Pinoresinol Stilbenoids (C6-C2-C6) Resveratrol Pterostilbene Piceatannol Pinosylvin Curcuminoids Curcumin Tannins Others Diarylheptanoids (C6-C7-C6) Anthraquinones...

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Xanthonoid

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Pinoresinol Stilbenoids (C6-C2-C6) Resveratrol Pterostilbene Piceatannol Pinosylvin Curcuminoids Curcumin Tannins Others Diarylheptanoids (C6-C7-C6) Anthraquinones...

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Kavalactone

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Pinoresinol Stilbenoids (C6-C2-C6) Resveratrol Pterostilbene Piceatannol Pinosylvin Curcuminoids Curcumin Tannins Others Diarylheptanoids (C6-C7-C6) Anthraquinones...

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Phytosterol

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Pinoresinol Stilbenoids (C6-C2-C6) Resveratrol Pterostilbene Piceatannol Pinosylvin Curcuminoids Curcumin Tannins Others Diarylheptanoids (C6-C7-C6) Anthraquinones...

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C14H12O2

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medicine 1-Keto-1,2,3,4-tetrahydrophenanthrene, a syntethic estrogen Pinosylvin, a stilbenoid 3,4'-Dihydroxystilbene, a stilbenoid Stilbestrol, a stilbenoid...

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Arame

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Diarylheptanoid

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Stilbenoid

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oligostilbenoids. Aglycones Piceatannol in the roots of Norway spruces Pinosylvin is a fungal toxin protecting wood from fungal infection, found in trees...

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