Methylglyoxal

Details

• Internal ID: cd60dc68-9419-49c8-8174-9c0eb8a41402
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aldehydes > Alpha ketoaldehydes
• IUPAC Name: 2-oxopropanal
• SMILES (Canonical): CC(=O)C=O
• SMILES (Isomeric): CC(=O)C=O
• InChI: InChI=1S/C3H4O2/c1-3(5)2-4/h2H,1H3
• InChI Key: AIJULSRZWUXGPQ-UHFFFAOYSA-N
• Popularity: 7,999 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃H₄O₂
• Molecular Weight: 72.06 g/mol
• Exact Mass: 72.021129366 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.23
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• pyruvaldehyde
• pyruvic aldehyde
• 2-Oxopropanal
• 78-98-8
• acetylformaldehyde
• Acetylformyl
• Propanal, 2-oxo-
• 2-Ketopropionaldehyde
• METHYL GLYOXAL
• Propanedione
• Propanolone
• 2-Oxopropionaldehyde
• Pyroracemic aldehyde
• Glyoxal, methyl
• alpha-Ketopropionaldehyde
• 1-Ketopropionaldehyde
• Propionaldehyde, 2-keto
• Propionaldehyde, 2-oxo-
• 1,2-Propanedione
• Acetalformaldehyde
• FEMA No. 2969
• alpha-Ketopropionic aldehyde
• 2-oxo-Propionaldehyde
• CH3COCHO
• CCRIS 1741
• methyl-glyoxal
• 2-oxo-propanal
• .alpha.-Ketopropionaldehyde
• acetyl formaldehyde
• NSC 79019
• NSC 626580
• CHEBI:17158
• EINECS 201-164-8
• NSC 337790
• BRN 0906750
• 2-oxopropanal, 40% in water
• DTXSID0021628
• UNII-722KLD7415
• HSDB 7510
• NSC-79019
• NSC626580
• 722KLD7415
• NSC-626580
• EC 201-164-8
• 4-01-00-03631 (Beilstein Handbook Reference)
• oxopropanal
• Pyruvoyl Group
• pyruvicaldehyde
• pyruvaldehyd-
• Ethanol Ketone
• Ketopropionaldehyde
• 51252-84-7
• MFCD00006960
• Pyruvaldehyde (8CI)
• 2-keto Propionaldehyde
• METHYLGLYOXAL [MI]
• D07QPX
• D0G4CI
• Epitope ID:143620
• WLN: VHV1
• METHYLGLYOXAL [IARC]
• PYRUVALDEHYDE [FHFI]
• Propanal, 2-oxo- (9CI)
• Pyruvic aldehyde Methylglyoxal
• METHYL GLYOXAL [HSDB]
• Pyruvaldehyde, 40% in water
• METHYLGLYOXAL [WHO-DD]
• CHEMBL170721
• DTXCID101628
• GTPL6303
• NSC79019
• STR03080
• 2-oxopropanal;2-hydroxyprop-2-enal
• Tox21_303931
• NSC133492
• NSC133493
• AKOS000119318
• AB00820
• DB03587
• HY-W020014
• NSC-133492
• NSC-133493
• NSC-337790
• CAS-78-98-8
• Pyruvaldehyde (35per cent w/w aqueous)
• NCGC00356972-01
• BP-20618
• LS-139762
• CS-0031856
• FT-0646558
• EN300-21293
• C00546
• A839545
• Q903881
• 194597AC-5BFC-42EA-B6C8-DA2E5FAA13AF
• J-510228
• F0001-2060
• Z104495190

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.7032	70.32%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7609	76.09%
OATP2B1 inhibitior	-	0.8767	87.67%
OATP1B1 inhibitior	+	0.9569	95.69%
OATP1B3 inhibitior	+	0.9679	96.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9277	92.77%
P-glycoprotein inhibitior	-	0.9856	98.56%
P-glycoprotein substrate	-	0.9949	99.49%
CYP3A4 substrate	-	0.8076	80.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8187	81.87%
CYP3A4 inhibition	-	0.9845	98.45%
CYP2C9 inhibition	-	0.9385	93.85%
CYP2C19 inhibition	-	0.9413	94.13%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.8997	89.97%
CYP2C8 inhibition	-	0.9976	99.76%
CYP inhibitory promiscuity	-	0.9522	95.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.6130	61.30%
Carcinogenicity (trinary)	Non-required	0.7061	70.61%
Eye corrosion	+	1.0000	100.00%
Eye irritation	+	0.9831	98.31%
Skin irritation	+	0.9162	91.62%
Skin corrosion	+	0.9235	92.35%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8109	81.09%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.8250	82.50%
skin sensitisation	+	0.8878	88.78%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7517	75.17%
Acute Oral Toxicity (c)	III	0.8423	84.23%
Estrogen receptor binding	-	0.9708	97.08%
Androgen receptor binding	-	0.9548	95.48%
Thyroid receptor binding	-	0.8814	88.14%
Glucocorticoid receptor binding	-	0.9084	90.84%
Aromatase binding	-	0.9298	92.98%
PPAR gamma	-	0.9250	92.50%
Honey bee toxicity	-	0.9386	93.86%
Biodegradation	+	0.8000	80.00%
Crustacea aquatic toxicity	-	0.9300	93.00%
Fish aquatic toxicity	-	0.8578	85.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.70%	96.09%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.22%	87.67%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.21%	89.34%

Plants that contains it

• Glycyrrhiza uralensis
• Zingiber officinale

Cross-Links

• PubChem: 880
• NPASS: NPC260711