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Names | |
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Preferred IUPAC name
5-[(1E)-2-Phenylethen-1-yl]benzene-1,3-diol | |
Other names
(E)-3,5-Stilbenediol
trans-3,5-Dihydroxystilbene | |
Identifiers | |
3D model (
JSmol)
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.208.695 |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
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Properties | |
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).
|
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]
Pinosylvin is produced in plants in response to fungal infections, ozone-induced stress, and physical damage for example. [2] It is a fungitoxin protecting the wood from fungal infection. [3] It is present in the heartwood of Pinaceae [2] and also found in Gnetum cleistostachyum. [4]
Injected in rats, pinosylvin undergoes rapid glucuronidation and a poor bioavailability. [5]
Pinosylvin synthase, an enzyme, catalyzes the biosynthesis of pinosylvin from malonyl-CoA and cinnamoyl-CoA:
This biosynthesis is noteworthy because plant biosyntheses employing cinnamic acid as a starting point are rare compared to the more common use of p-coumaric acid. Two other compounds produced from cinnamic acid are anigorufone and curcumin. [6] [7]
{{
cite book}}
: CS1 maint: multiple names: authors list (
link)
![]() | |
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 | |
3D model (
JSmol)
|
|
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.208.695 |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
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).
|
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]
Pinosylvin is produced in plants in response to fungal infections, ozone-induced stress, and physical damage for example. [2] It is a fungitoxin protecting the wood from fungal infection. [3] It is present in the heartwood of Pinaceae [2] and also found in Gnetum cleistostachyum. [4]
Injected in rats, pinosylvin undergoes rapid glucuronidation and a poor bioavailability. [5]
Pinosylvin synthase, an enzyme, catalyzes the biosynthesis of pinosylvin from malonyl-CoA and cinnamoyl-CoA:
This biosynthesis is noteworthy because plant biosyntheses employing cinnamic acid as a starting point are rare compared to the more common use of p-coumaric acid. Two other compounds produced from cinnamic acid are anigorufone and curcumin. [6] [7]
{{
cite book}}
: CS1 maint: multiple names: authors list (
link)