General
Preferred name
RHEIN
Synonyms
Monorhein ()
Rhubarb yellow ()
NSC 38629 ()
Rheinic Acid ()
Rheic Acid ()
Rhein (Monorhein) ()
Rhein, Monorhein, NSC 38629, Rheinic Acid ()
Rhein-13C4 ()
P&D ID
PD012049
CAS
478-43-3
1189928-10-6
Tags
natural product
drug candidate
available
Drug indication
Discovery agent
Drug Status
experimental
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
PHARMACODYNAMICS
**Liver: **Reverses animal models of non-alcoholic fatty liver disease by lowering liver lipids and reducing inflammation [A19303]. Also reverses and prevents fibrosis in liver injury [A19304].; ; **Kidney: **Protects against fibrosis in nephropathy models and improves epithelial tight junction function [A19307] [A19310].; ; **Bone and joint:** Decreases inflammation and cartilage destruction and also corrects altered osteoblast acitivity [A19337][A19338] [A19339].; ; **Lipid lowering and anti-obesity:** Reduces body weight and fat content, and lowers high density lipoprotein and low density lipoprotein [A19315]. May prevent adipocyte differentiation [A19314].; ; **Anti-oxidant/Pro-oxidant**: Reduces levels of reactive oxygen species (ROS) at concentrations of about 2-16 microM but induces the generation of ROS at concentrations of 50 microM and above [A19321] [A19323].; ; **Anti-cancer:** Rhein has been observed to produce DNA damage and suppress DNA repair in cancer cells [A19340]. It induces apoptosis via ER stress, calcium, and mitochondria mediated pathways [A19341]. Rhein also prevents cancer cell invasion into systemic circulation by preventing angiogenesis and breakdown of the extracellular matrix [A19342]. Finally, rhein suppresses the activation of several tumor promoting signalling pathways [A19342] [A19343] [A19344].; ; **Anti-inflammatory: ** Suppresses the production of pro-inflammatory cytokines such as interleukin-1beta and interleukin-6 [A19337] [A19338].; ; **Anti-diabetic: **Lowers plasma glucose and increases survival of islet beta cells in type 2 diabetes mellitus models [A19288].; ; **Anti-microbial:** Inhibits arylamine N-acteyltransferase and cell growth in Helicobacter pylori [A19312]. Rhien also appears to be effective against many genotypes of Staphylococcus aureus [A19313].; ; **Anti-allergenic:** Inhibits production of leukotrienes and the release of histamine from mast cells [A19329].
DESCRIPTION
ADAR1 (adenosine deaminases acting on double-stranded RNA) inhibitor; inhibits leukemia stem cell self-renewal
(Tocris Bioactive Compound Library)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Cell lines
11
Organisms
0
Compound Sets
12
AdooQ Bioactive Compound Library
Drug Repurposing Hub
DrugBank
DrugMAP
Enamine BioReference Compounds
MedChem Express Bioactive Compound Library
Other bioactive compounds
ReFrame library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
Tocris Bioactive Compound Library
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
38
Molecular Weight
284.03
Hydrogen Bond Acceptors
5
Hydrogen Bond Donors
3
Rotatable Bonds
1
Ring Count
3
Aromatic Ring Count
2
cLogP
1.57
TPSA
111.9
Fraction CSP3
0.0
Chiral centers
0.0
Largest ring
6.0
QED
0.62
Structural alerts
1
quinone_A(370)
[!#6&!#1]=[#6]-1-[#6]=,:[#6]-[#6](=[!#6&!#1])-[#6]=,:[#6]-1
PAINS Family A
Related compounds
Custom attributes
(extracted from source data)
Pathway
NF-¦ÊB
Autophagy
Anti-infection
Apoptosis
Immunology/Inflammation
Metabolic Enzyme/Protease
NF-κB
Primary Target
Other Oxygenases/Oxidases
MOA
Inhibitor
Target
HSP90AA1
Bacterial
Reactive Oxygen Species
FTO,Immunology & Inflammation related
Source data
