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Names | |
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Preferred IUPAC name
1,3,8-Trihydroxy-6-methylanthracene-9,10-dione | |
Other names
6-Methyl-1,3,8-trihydroxyanthraquinone
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Identifiers | |
3D model (
JSmol)
|
|
ChEBI | |
ChEMBL | |
ChemSpider | |
DrugBank | |
ECHA InfoCard | 100.007.509 |
KEGG | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C15H10O5 | |
Molar mass | 270.240 g·mol−1 |
Appearance | Orange solid |
Density | 1.583±0.06 g/cm3 |
Melting point | 256 to 257 °C (493 to 495 °F; 529 to 530 K) |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Emodin (6-methyl-1,3,8-trihydroxyanthraquinone) is a chemical compound, of the anthraquinone family, that can be isolated from rhubarb, buckthorn, and Japanese knotweed ( Reynoutria japonica syn. Polygonum cuspidatum). [1] Emodin is particularly abundant in the roots of the Chinese rhubarb ( Rheum palmatum), knotweed and knotgrass ( Polygonum cuspidatum and Polygonum multiflorum) as well as Hawaii ‘au‘auko‘i cassia seeds or coffee weed (Semen cassia). [2] It is specifically isolated from Rheum palmatum L. [3] It is also produced by many species of fungi, including members of the genera Aspergillus, Pyrenochaeta, and Pestalotiopsis, inter alia. The common name is derived from Rheum emodi, a taxonomic synonym of Rheum australe, (Himalayan rhubarb) and synonyms include emodol, frangula emodin, rheum emodin, 3-methyl-1,6,8-trihydroxyanthraquinone, Schüttgelb (Schuttgelb), and Persian Berry Lake. [4]
Emodin is an active component of several plants used in traditional Chinese medicine (TCM) such as Rheum palmatum, Polygonum cuspidatum, and Polygonum multiflorum. It has various actions including laxative, antibacterial and antiinflammatory effects, [5] [6] and has also been identified as having potential antiviral activity against coronaviruses such as SARS-CoV-2, [7] [8] being one of the major active components of the antiviral TCM formulation Lianhua Qingwen. [9] [10]
A computational study was conducted to investigate the inhibition mechanism on the formation of the Spike-ACE2 protein complex. [2] Specifically, it is seen dose-dependent inhibition in the prevention of infection by SARS-CoV-1, evidence which has stimulated further investigations on SARS-CoV-2. [2]
Emodin has been shown to inhibit the ion channel of protein 3a, which could play a crucial role in the release of the virus from infected cells. [11]
Emodin has been associated with gastrointestinal side effects such as abdominal discomfort, diarrhea, and nausea, particularly at higher doses. These effects are typically manageable and may resolve upon discontinuation or dose adjustment. [12] Emodin has also shown potential laxative effects, which could lead to dehydration if not monitored. [13] Concerns about its genotoxicity have been raised in studies, indicating possible DNA damage and chromosomal abnormalities in certain experimental conditions. [14] [15]
The following plant species are known to produce emodin:
Emodin also occurs in variable amounts in members of the crustose lichen genus Catenarina. [32]
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cite journal}}
: CS1 maint: unflagged free DOI (
link)
{{
cite journal}}
: CS1 maint: unflagged free DOI (
link)
![]() | |
![]() | |
Names | |
---|---|
Preferred IUPAC name
1,3,8-Trihydroxy-6-methylanthracene-9,10-dione | |
Other names
6-Methyl-1,3,8-trihydroxyanthraquinone
| |
Identifiers | |
3D model (
JSmol)
|
|
ChEBI | |
ChEMBL | |
ChemSpider | |
DrugBank | |
ECHA InfoCard | 100.007.509 |
KEGG | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C15H10O5 | |
Molar mass | 270.240 g·mol−1 |
Appearance | Orange solid |
Density | 1.583±0.06 g/cm3 |
Melting point | 256 to 257 °C (493 to 495 °F; 529 to 530 K) |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Emodin (6-methyl-1,3,8-trihydroxyanthraquinone) is a chemical compound, of the anthraquinone family, that can be isolated from rhubarb, buckthorn, and Japanese knotweed ( Reynoutria japonica syn. Polygonum cuspidatum). [1] Emodin is particularly abundant in the roots of the Chinese rhubarb ( Rheum palmatum), knotweed and knotgrass ( Polygonum cuspidatum and Polygonum multiflorum) as well as Hawaii ‘au‘auko‘i cassia seeds or coffee weed (Semen cassia). [2] It is specifically isolated from Rheum palmatum L. [3] It is also produced by many species of fungi, including members of the genera Aspergillus, Pyrenochaeta, and Pestalotiopsis, inter alia. The common name is derived from Rheum emodi, a taxonomic synonym of Rheum australe, (Himalayan rhubarb) and synonyms include emodol, frangula emodin, rheum emodin, 3-methyl-1,6,8-trihydroxyanthraquinone, Schüttgelb (Schuttgelb), and Persian Berry Lake. [4]
Emodin is an active component of several plants used in traditional Chinese medicine (TCM) such as Rheum palmatum, Polygonum cuspidatum, and Polygonum multiflorum. It has various actions including laxative, antibacterial and antiinflammatory effects, [5] [6] and has also been identified as having potential antiviral activity against coronaviruses such as SARS-CoV-2, [7] [8] being one of the major active components of the antiviral TCM formulation Lianhua Qingwen. [9] [10]
A computational study was conducted to investigate the inhibition mechanism on the formation of the Spike-ACE2 protein complex. [2] Specifically, it is seen dose-dependent inhibition in the prevention of infection by SARS-CoV-1, evidence which has stimulated further investigations on SARS-CoV-2. [2]
Emodin has been shown to inhibit the ion channel of protein 3a, which could play a crucial role in the release of the virus from infected cells. [11]
Emodin has been associated with gastrointestinal side effects such as abdominal discomfort, diarrhea, and nausea, particularly at higher doses. These effects are typically manageable and may resolve upon discontinuation or dose adjustment. [12] Emodin has also shown potential laxative effects, which could lead to dehydration if not monitored. [13] Concerns about its genotoxicity have been raised in studies, indicating possible DNA damage and chromosomal abnormalities in certain experimental conditions. [14] [15]
The following plant species are known to produce emodin:
Emodin also occurs in variable amounts in members of the crustose lichen genus Catenarina. [32]
{{
cite journal}}
: CS1 maint: unflagged free DOI (
link)
{{
cite journal}}
: CS1 maint: unflagged free DOI (
link)