Phenylglyoxal



Compound IDCDAMM02335
Common namePhenylglyoxal
IUPAC name2-oxo-2-phenylacetaldehyde
Molecular formulaC8H6O2

Experimental data

Retention time0.43
Adduct[2M+NH4]+
Actual mz286.106
Theoretical mz286.108
Error4.97
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.2813

Identifiers and class information

Inchi keyOJUGVDODNPJEEC-UHFFFAOYSA-N
SmilesO=CC(=O)C=1C=CC=CC1
SuperclassBenzenoids
ClassBenzene and substituted derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)2
Number of non-conjugated amine groups (#amine)0
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)0
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)2
Number of reactive functional groups (#rtvFG)2
Predicted central nervous system activity (CNS)-1
Molecular weight (mol_MW)134.134
Computed dipole moment(dipole)1.674
Total solvent accessible surface area (SASA)334.011
Hydrophobic component of SASA (FOSA)21.336
Hydrophilic component of SASA (FISA)119.266
Pie component of the SASA (PISA)193.41
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)512.132
Number of hydrogen bond donors (donorHB)0
Number of hydrogen bond acceptors (accptHB)4
Free energy of solvation of dipole (dip^2/V)0.0054722
Index of cohesive interaction in solids (ACxDN^.5/SA)0
Globularity descriptor (glob)0.926812
Predicted polarizability in cubic angstroms (QPpolrz)14.904
Predicted hexadecane/gas partition coefficient (QPlogPC16)5.282
Predicted octanol/gas partition coefficient (QPlogPoct)6.726
Predicted water/gas partition coefficient (QPlogPw)6.148
Predicted octanol/water partition coefficient (QPlogPo/w)0.164
Predicted aqueous solubility (QPlogS)-0.127
Conformation-independent predicted aqueous solubility (CIQPlogS)-0.426
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.639
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)732.657
Predicted brain/blood partition coefficient (QPlogBB)-0.483
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)353.447
Predicted skin permeability, log Kp (QPlogKp)-2.844
PM3 calculated ionization potential (IP(ev))10.067
PM3 calculated electron affinity (EA(eV))0.887
Number of likely metabolic reactions (#metab)0
Prediction of binding to human serum albumin (QPlogKhsa)-1.05
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)79.181
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)0
Van der Waals surface area (PSA)62.752
Number of nitrogen and oxygen atoms (#NandO)2
Number of violations of Lipinski’s rule of five (RuleOfFive)0
Number of violations of Jorgensen’s rule of three (RuleOfThree)0

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
P31213SRD5A2Steroid 5-alpha-reductase 2T71390SEA
P23280CA6Carbonic anhydrase VIT06569SEA
P27338MAOBMonoamine oxidase BT83011SEA
Q05940SLC18A2Synaptic vesicular amine transporter (by homology)T48873SEA
Q9UQL6HDAC5Histone deacetylase 5T07930SEA
Q8WUI4HDAC7Histone deacetylase 7T98698SEA
Q9UKV0HDAC9Histone deacetylase 9T03687SEA
Q92769HDAC2Histone deacetylase 2T51191SEA
P23141CES1Acyl coenzyme A:cholesterol acyltransferaseT76369SwissTargetPrediction and SEA
P42330AKR1C3Aldo-keto-reductase family 1 member C3T60857SEA
Q6B0I6KDM4DLysine-specific demethylase 4DT17036SEA
P80404ABATGamma-amino-N-butyrate transaminaseT59045SEA
Q9Y4C1KDM3ALysine-specific demethylase 3AT25362SEA
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
P08263GSTA1Glutathione S-transferase A1T17221SEA
P15085CPA1Carboxypeptidase A1T33966SEA
O14649KCNK3Potassium channel subfamily K member 3T15795SEA
Q9NPC2KCNK9Potassium channel subfamily K member 9T57613SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
P19438TNFRSF1ATumor necrosis factor receptor R1T86552SEA
Q03405PLAURUrokinase plasminogen activator surface receptorT74363SEA
P08311CTSGCathepsin GT86385SEA
Q9UJM8HAO1Hydroxyacid oxidase 1T63170SEA
O95551TDP2Tyrosyl-DNA phosphodiesterase 2T04696SEA
P51649ALDH5A1Succinate semialdehyde dehydrogenaseT13259SEA
O43175PHGDHPhosphoglycerate dehydrogenaseT15139SEA
Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
Q9BY41HDAC8Histone deacetylase 8T28887SEA
P09172DBHDopamine beta hydroxylaseT74937SEA
P51843NR0B1Orphan nuclear receptor DAX-1T23191SEA
Q9C000NLRP1NLR pyrin domain containing 1T86910SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T70680DI0167Gout[ICD-11: FA25]Q4U2R8SLC22A6
T70680DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q4U2R8SLC22A6
T70680DI0310Ocular disease[ICD-11: N.A.]Q4U2R8SLC22A6
T71390DI0348Prostate hyperplasia[ICD-11: GA90]P31213SRD5A2
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
T83011DI0115Dementia[ICD-11: 6D80-6D8Z]P27338MAOB
T83011DI0117Depression[ICD-11: 6A70-6A7Z]P27338MAOB
T83011DI0190Hypertension[ICD-11: BA00-BA04]P27338MAOB
T83011DI0243Malaria[ICD-11: 1F40-1F45]P27338MAOB
T83011DI0264Migraine[ICD-11: 8A80]P27338MAOB
T83011DI0331Parkinsonism[ICD-11: 8A00]P27338MAOB
T48873DI0079Choreiform disorder[ICD-11: 8A01]Q05940SLC18A2
T48873DI0125Dissociative neurological symptom disorder[ICD-11: 6B60]Q05940SLC18A2
T48873DI0129Dystonic disorder[ICD-11: 8A02]Q05940SLC18A2
T48873DI0137Essential hypertension[ICD-11: BA00]Q05940SLC18A2
T48873DI0190Hypertension[ICD-11: BA00-BA04]Q05940SLC18A2
T51191DI0241Lymphoma[ICD-11: 2A80-2A86]Q92769HDAC2
T51191DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q92769HDAC2
T76369DI0335Peroxisomal disease[ICD-11: 5C57]P23141CES1
T76369DI0398Synthesis disorder[ICD-11: 5C52-5C59]P23141CES1
T60857DI0145Female pelvic pain[ICD-11: GA34]P42330AKR1C3
T59045DI0060Brain cancer[ICD-11: 2A00]P80404ABAT
T59045DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P80404ABAT
T59045DI0135Epileptic encephalopathy[ICD-11: 8A62]P80404ABAT
T59045DI0266Mineral deficiency[ICD-11: 5B5K]P80404ABAT
T59045DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P80404ABAT
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T15795DI0309Obstructive sleep apnoea[ICD-11: 7A41]O14649KCNK3
T86552DI0060Brain cancer[ICD-11: 2A00]P19438TNFRSF1A
T86552DI0321Ovarian cancer[ICD-11: 2C73]P19438TNFRSF1A
T74363DI0286Myeloproliferative neoplasm[ICD-11: 2A20]Q03405PLAUR
T74363DI0404Thrombocytosis[ICD-11: 3B63]Q03405PLAUR
T86385DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P08311CTSG
T63170DI0201Inborn carbohydrate metabolism error[ICD-11: 5C51]Q9UJM8HAO1
T13259DI0122Diagnostic imaging[ICD-11: N.A.]P51649ALDH5A1
T13259DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P51649ALDH5A1
T70680DI0167Gout[ICD-11: FA25]Q4U2R8SLC22A6
T70680DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q4U2R8SLC22A6
T70680DI0310Ocular disease[ICD-11: N.A.]Q4U2R8SLC22A6
T28887DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9BY41HDAC8
T74937DI0175Heart failure[ICD-11: BD10-BD1Z]P09172DBH
T74937DI0341Post-traumatic stress disorder[ICD-11: 6B40]P09172DBH

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