7-Hydroxy-2,5-dimethyl-4H-1-benzopyran-4-one



Compound IDCDAMM01053
Common name7-Hydroxy-2,5-dimethyl-4H-1-benzopyran-4-one
IUPAC name7-hydroxy-2,5-dimethylchromen-4-one
Molecular formulaC11H10O3

Experimental data

Retention time0.26
Adduct[M+K]+
Actual mz229.025
Theoretical mz229.026
Error7.24
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.9841

Identifiers and class information

Inchi keyCRNGFKXWIYTEPH-UHFFFAOYSA-N
SmilesO=C1C=C(OC2=CC(O)=CC(=C12)C)C
SuperclassOrganoheterocyclic compounds
ClassBenzopyrans

Pharmacokinetic properties

Number of descriptor values(#stars)0
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)1
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)0
Molecular weight (mol_MW)190.198
Computed dipole moment(dipole)2.483
Total solvent accessible surface area (SASA)406.821
Hydrophobic component of SASA (FOSA)170.346
Hydrophilic component of SASA (FISA)98.425
Pie component of the SASA (PISA)138.051
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)651.72
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)3.25
Free energy of solvation of dipole (dip^2/V)0.009459
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0079888
Globularity descriptor (glob)0.893584
Predicted polarizability in cubic angstroms (QPpolrz)20.604
Predicted hexadecane/gas partition coefficient (QPlogPC16)6.155
Predicted octanol/gas partition coefficient (QPlogPoct)9.605
Predicted water/gas partition coefficient (QPlogPw)6.752
Predicted octanol/water partition coefficient (QPlogPo/w)1.499
Predicted aqueous solubility (QPlogS)-2.459
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.417
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.912
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1154.89
Predicted brain/blood partition coefficient (QPlogBB)-0.319
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)578.027
Predicted skin permeability, log Kp (QPlogKp)-2.751
PM3 calculated ionization potential (IP(ev))9.375
PM3 calculated electron affinity (EA(eV))0.475
Number of likely metabolic reactions (#metab)3
Prediction of binding to human serum albumin (QPlogKhsa)-0.24
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)90.537
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)56.717
Number of nitrogen and oxygen atoms (#NandO)3
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
P21397MAOAMonoamine oxidase AT83875SEA
P02766TTRTransthyretinT86462SEA
P22748CA4Carbonic anhydrase IVT53378SEA
P05164MPOMyeloperoxidaseT23471SEA
Q6B0I6KDM4DLysine-specific demethylase 4DT17036SEA
Q92731ESR2Estrogen receptor betaT80896SEA
P03372ESR1Estrogen receptor alphaT02506SEA
Q9HC97GPR35G-protein coupled receptor 35T56143SEA
P33527ABCC1Multidrug resistance-associated protein 1T11288SEA
P08183ABCB1P-glycoprotein 1T25258SEA
P15692VEGFAVascular endothelial growth factor AT20761SEA
P49763PGFPlacenta growth factorT70792SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
Q9NPH5NOX4NADPH oxidase 4T29741SEA
P47989XDHXanthine dehydrogenaseT40954SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
Q04760GLO1Glyoxalase IT88285SEA
P51679CCR4C-C chemokine receptor type 4T06955SEA
Q9HC98NEK6Serine/threonine-protein kinase NEK6T78992SEA
P16152CBR1Carbonyl reductase [NADPH] 1T70518SEA
Q13332PTPRSReceptor-type tyrosine-protein phosphatase ST10147SEA
Q99417MYCBPMYCBP messenger RNAT37298SEA
P16220CREB1Cyclic AMP-responsive element-binding proteinT92098SEA
Q15717ELAVL1ELAV-like protein 1T78349SEA
Q9UK17KCND3Voltage-gated potassium channel Kv4.3T74500SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T83875DI0117Depression[ICD-11: 6A70-6A7Z]P21397MAOA
T83875DI0331Parkinsonism[ICD-11: 8A00]P21397MAOA
T86462DI0026Amyloidosis[ICD-11: 5D00]P02766TTR
T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
T23471DI0229Left ventricular failure[ICD-11: BD11]P05164MPO
T23471DI0339Postoperative inflammation[ICD-11: 1A00-CA43]P05164MPO
T80896DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q92731ESR2
T80896DI0108Cushing syndrome[ICD-11: 5A70]Q92731ESR2
T80896DI0254Menopausal disorder[ICD-11: GA30]Q92731ESR2
T80896DI0432Vasomotor/allergic rhinitis[ICD-11: CA08]Q92731ESR2
T02506DI0106COVID-19[ICD-11: 1D6Y]P03372ESR1
T11288DI0167Gout[ICD-11: FA25]P33527ABCC1
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
T20761DI0095Colorectal cancer[ICD-11: 2B91]P15692VEGFA
T20761DI0365Retinopathy[ICD-11: 9B71]P15692VEGFA
T20761DI0430Vascular system developmental anomaly[ICD-11: LA90]P15692VEGFA
T70792DI0095Colorectal cancer[ICD-11: 2B91]P49763PGF
T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
T29741DI0146Fibrosis[ICD-11: GA14-GC01]Q9NPH5NOX4
T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
T06955DI0283Mycosis fungoides[ICD-11: 2B01]P51679CCR4
T06955DI0379Sezary syndrome[ICD-11: 2B02]P51679CCR4
T70518DI0037Asthma[ICD-11: CA23]P16152CBR1
T10147DI0057Bone paget disease[ICD-11: FB85]Q13332PTPRS
T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP
T74500DI0004Acidosis[ICD-11: 5C73]Q9UK17KCND3

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