Natural Product (NP) Details

General Information of the NP (ID: NP3147)
Name
Methylglyoxal
Synonyms
methylglyoxal; pyruvaldehyde; pyruvic aldehyde; 2-Oxopropanal; 78-98-8; acetylformaldehyde; Propanal, 2-oxo-; Acetylformyl; 2-Ketopropionaldehyde; METHYL GLYOXAL; Propanedione; Propanolone; Pyroracemic aldehyde; 2-Oxopropionaldehyde; Glyoxal, methyl; alpha-Ketopropionaldehyde; 1-Ketopropionaldehyde; Propionaldehyde, 2-keto; Propionaldehyde, 2-oxo-; 1,2-Propanedione; alpha-Ketopropionic aldehyde; Methylglyoxal solution; 2-oxo-Propionaldehyde; CH3COCHO; FEMA No. 2969; CCRIS 1741; methyl-glyoxal; 2-oxo-propanal; NSC 79019; NSC 626580; UNII-722KLD7415; CHEBI:17158; MFCD00006960; .alpha.-Ketopropionaldehyde; Pyruvaldehyde polymer; NSC626580; 722KLD7415; Acetalformaldehyde; oxopropanal; Pyruvic aldehyde, 35-45 wt% solution in water; EINECS 201-164-8; NSC 337790; BRN 0906750; Ethanol Ketone; HSDB 7510; Ketopropionaldehyde; acetyl formaldehyde; 51252-84-7; propane-1,2-dione; Pyruvaldehyde solution; Pyruvaldehyde (8CI); 2-keto Propionaldehyde; DSSTox_CID_1628; Epitope ID:143620; WLN: VHV1; EC 201-164-8; DSSTox_GSID_21628; 4-01-00-03631 (Beilstein Handbook Reference); CC(O)=C=O; Propanal, 2-oxo- (9CI); Pyruvic aldehyde Methylglyoxal; Pyruvaldehyde, 40% in water; CHEMBL170721; GTPL6303; DTXSID0021628; [C]C(=O)C=O; Pyruvic Aldehyde (40% solution); NSC79019; STR03080; ZINC1532681; Tox21_303931; ANW-37250; KM1949; Methylglyoxal solution 40% in water; NSC-79019; NSC133492; NSC133493; AKOS000119318; AB00820; DB03587; HY-W020014; MCULE-2718961814; Methylglyoxal solution, ~40% in H2O; NSC-133492; NSC-133493; NSC-626580; CAS-78-98-8; NCGC00356972-01; BP-20618; H451; Pyruvaldehyde solution, 40 wt. % in H2O; CS-0031856; FT-0646558; C00546; Methylglyoxal solution, technical, ~40% in H2O; Q903881; 194597AC-5BFC-42EA-B6C8-DA2E5FAA13AF; J-510228; F0001-2060
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Species Origin Saccharomyces cerevisiae ...     Click to Show/Hide
Saccharomyces cerevisiae
Kingdom: Fungi
Phylum: Ascomycota
Class: Saccharomycetes
Order: Saccharomycetales
Family: Saccharomycetaceae
Genus: Saccharomyces
Species: Saccharomyces cerevisiae
Disease Breast cancer [ICD-11: 2C60] Investigative [1]
Structure
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2D MOL

3D MOL

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Formula
C3H4O2
PubChem CID
880
Canonical SMILES
CC(=O)C=O
InChI
1S/C3H4O2/c1-3(5)2-4/h2H,1H3
InChIKey
AIJULSRZWUXGPQ-UHFFFAOYSA-N
CAS Number
CAS 78-98-8
ChEBI ID
CHEBI:17158
Herb ID
HBIN035246
SymMap ID
SMIT16634
TTD Drug ID
D0G4CI
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Glyoxalase I      Glucose intolerance     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Up-regulation Expression BAX  Molecule Info 
Pathway MAP
Down-regulation Expression BCL-2  Molecule Info 
Pathway MAP
Up-regulation Expression STAT1  Molecule Info 
Pathway MAP
                    In-vitro Model SW480 CVCL_0546 Colon adenocarcinoma Homo sapiens
SW620 CVCL_0547 Colon adenocarcinoma Homo sapiens
                    In-vivo Model In vivo in a SW620 colon cancer xenograft model in BALB/c nude mice was use in this study.
                    Experimental
                    Result(s)		 MG in combination with silencing of GLOI synergistically inhibited the cancer cells' proliferation, colony formation, migration, and invasion and induced apoptosis in vitro compared with the controls.
          5-fluorouracil      Solid tumour/cancer     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [3]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Up-regulation Cleavage CASP9  Molecule Info 
Pathway MAP
Down-regulation Expression CDK4  Molecule Info 
Pathway MAP
Down-regulation Expression CDK6  Molecule Info 
Pathway MAP
Up-regulation Expression PARP1  Molecule Info 
Pathway MAP
                    In-vitro Model MCF-7 CVCL_0031 Invasive breast carcinoma Homo sapiens
                    In-vivo Model BALB/c mice model inoculated with 4T1. 1 * 106 4T1 cells were subcutaneously injected into the mammary fat pad region of BALB/c mice to develop solid tumors.
                    Experimental
                    Result(s)		 MG could be a potential candidate for combination therapy to reduce the toxicity burden of 5-FU without any toxic impact on host cells.
          Laninamivir      Influenza     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [4]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vitro Model MDCK CVCL_0422 Healthy Canis lupus familiaris
                    Experimental
                    Result(s)		 MGO has potent inhibitory activity against influenza viruses and also enhanced the effect of NA inhibitors.
          Oseltamivir      Influenza     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [4]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vitro Model MDCK CVCL_0422 Healthy Canis lupus familiaris
                    Experimental
                    Result(s)		 MGO has potent inhibitory activity against influenza viruses and also enhanced the effect of NA inhibitors.
          Peramivir      Influenza     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [4]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vitro Model MDCK CVCL_0422 Healthy Canis lupus familiaris
                    Experimental
                    Result(s)		 MGO has potent inhibitory activity against influenza viruses and also enhanced the effect of NA inhibitors.
          Doxorubicin + Cisplatin     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [5]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Down-regulation Expression MAP1LC3A  Molecule Info 
Pathway MAP
Up-regulation Expression MAP1LC3A  Molecule Info 
Pathway MAP
                    In-vitro Model MDA-MB-231 CVCL_0062 Breast adenocarcinoma Homo sapiens
MCF-7 CVCL_0031 Invasive breast carcinoma Homo sapiens
                    Experimental
                    Result(s)		 Combination treatment with doxorubicin or cisplatin hindered mammosphere forming efficiency and inclusively eliminated both cancer stem as well as non-stem cancer cells.
Target and Pathway
Target(s) Phospholipase A2 (PLA2G1B)  Molecule Info  [6]
Transformation-sensitive p120 (TRPA1)  Molecule Info  [7]
BioCyc Phospholipases Click to Show/Hide
KEGG Pathway Glycerophospholipid metabolism Click to Show/Hide
2 Ether lipid metabolism
3 Arachidonic acid metabolism
4 Linoleic acid metabolism
5 alpha-Linolenic acid metabolism
6 Metabolic pathways
7 Ras signaling pathway
8 Vascular smooth muscle contraction
9 Pancreatic secretion
10 Fat digestion and absorption
11 Inflammatory mediator regulation of TRP channels
Pathway Interaction Database Fc-epsilon receptor I signaling in mast cells Click to Show/Hide
Reactome Acyl chain remodelling of PC Click to Show/Hide
2 Acyl chain remodelling of PE
3 Acyl chain remodelling of PI
4 TRP channels
WikiPathways Glycerophospholipid biosynthesis Click to Show/Hide
References
Reference 1 Effect of methylglyoxal on reactive oxygen species, KI-67, and caspase-3 expression in MCF-7 cells. Exp Mol Pathol. 2018 Aug;105(1):76-80.
Reference 2 Synergistic inhibition of colon cancer growth by the combination of methylglyoxal and silencing of glyoxalase I mediated by the STAT1 pathway. Oncotarget. 2017 Jun 22;8(33):54838-54857.
Reference 3 Methylglyoxal in combination with 5-Fluorouracil elicits improved chemosensitivity in breast cancer through apoptosis and cell cycle inhibition. Biomed Pharmacother. 2019 Jun;114:108855.
Reference 4 In vitro evaluation of synergistic inhibitory effects of neuraminidase inhibitors and methylglyoxal against influenza virus infection. Arch Med Res. 2015 Jan;46(1):8-16.
Reference 5 Methylglyoxal at metronomic doses sensitizes breast cancer cells to doxorubicin and cisplatin causing synergistic induction of programmed cell death and inhibition of stemness. Biochem Pharmacol. 2018 Oct;156:322-339.
Reference 6 How many drug targets are there Nat Rev Drug Discov. 2006 Dec;5(12):993-6.
Reference 7 Inhibiting TRPA1 ion channel reduces loss of cutaneous nerve fiber function in diabetic animals: sustained activation of the TRPA1 channel contributes to the pathogenesis of peripheral diabetic neuropathy. Pharmacol Res. 2012 Jan;65(1):149-58.
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