4-Methylumbelliferone



Compound IDCDAMM00310
Common name4-Methylumbelliferone
IUPAC name7-hydroxy-4-methylchromen-2-one
Molecular formulaC10H8O3

Experimental data

Retention time51.149
Adduct[M+H]+
Actual mz177.055
Theoretical mz177.055
Error0.11
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.06

Identifiers and class information

Inchi keyHSHNITRMYYLLCV-UHFFFAOYSA-N
SmilesO=C1OC=2C=C(O)C=CC2C(=C1)C
SuperclassPhenylpropanoids and polyketides
ClassCoumarins and derivatives

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)1
Predicted central nervous system activity (CNS)0
Molecular weight (mol_MW)176.171
Computed dipole moment(dipole)8.265
Total solvent accessible surface area (SASA)370.663
Hydrophobic component of SASA (FOSA)79.038
Hydrophilic component of SASA (FISA)126.577
Pie component of the SASA (PISA)165.048
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)589.803
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)3.25
Free energy of solvation of dipole (dip^2/V)0.115831
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0087681
Globularity descriptor (glob)0.917608
Predicted polarizability in cubic angstroms (QPpolrz)18.384
Predicted hexadecane/gas partition coefficient (QPlogPC16)6.107
Predicted octanol/gas partition coefficient (QPlogPoct)10.516
Predicted water/gas partition coefficient (QPlogPw)7.04
Predicted octanol/water partition coefficient (QPlogPo/w)0.967
Predicted aqueous solubility (QPlogS)-1.852
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.153
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.652
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)624.556
Predicted brain/blood partition coefficient (QPlogBB)-0.499
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)297.431
Predicted skin permeability, log Kp (QPlogKp)-3.175
PM3 calculated ionization potential (IP(ev))9.294
PM3 calculated electron affinity (EA(eV))0.887
Number of likely metabolic reactions (#metab)2
Prediction of binding to human serum albumin (QPlogKhsa)-0.386
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)82.64
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)63.139
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
O43570CA12Carbonic anhydrase XIIT16987SwissTargetPrediction and SEA
Q16790CA9Carbonic anhydrase IXT64567SwissTargetPrediction and SEA
P21397MAOAMonoamine oxidase AT83875SEA
P02766TTRTransthyretinT86462SEA
P05067APPBeta amyloid A4 proteinT87024SEA
P43166CA7Carbonic anhydrase VIIT37541SEA
P22748CA4Carbonic anhydrase IVT53378SEA
P27338MAOBMonoamine oxidase BT83011SEA
P15121AKR1B1Aldose reductaseT26623SEA
P05164MPOMyeloperoxidaseT23471SEA
Q92731ESR2Estrogen receptor betaT80896SwissTargetPrediction and SEA
P11511CYP19A1Cytochrome P450 19A1T13260SEA
P03372ESR1Estrogen receptor alphaT02506SwissTargetPrediction and SEA
P33527ABCC1Multidrug resistance-associated protein 1T11288SEA
P08183ABCB1P-glycoprotein 1T25258SEA
O95271TNKSTankyrase-1T83059SEA
P18054ALOX12Arachidonate 12-lipoxygenaseT35527SEA
Q96S37SLC22A12Solute carrier family 22 member 12T86057SEA
P05186ALPLAlkaline phosphatase, tissue-nonspecific isozymeT09538SEA
Q99523SORT1Neurotensin receptor 3T63233SEA
P60568IL2Interleukin-2T61698SEA
P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SwissTargetPrediction and SEA
Q9NUW8TDP1Tyrosyl-DNA phosphodiesterase 1T33492SEA
P08151GLI1Zinc finger protein GLI1T40890SEA
P78527PRKDCDNA-dependent protein kinaseT81735SEA
Q9NPH5NOX4NADPH oxidase 4T29741SEA
P47989XDHXanthine dehydrogenaseT40954SEA
Q16549PCSK7Subtilisin/kexin type 7T33211SEA
P22001KCNA3Voltage-gated potassium channel subunit Kv1.3T76914SEA
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
Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
P27169PON1Serum paraoxonase/arylesterase 1T34562SEA
P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
P02768ALBSerum albuminT63068SEA
Q99417MYCBPMYCBP messenger RNAT37298SEA
Q15717ELAVL1ELAV-like protein 1T78349SEA
P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
Q96HK3CALMCalmodulinT39610SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T16987DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O43570CA12
T16987DI0372Seborrhoeic dermatitis[ICD-11: EA81]O43570CA12
T64567DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16790CA9
T83875DI0117Depression[ICD-11: 6A70-6A7Z]P21397MAOA
T83875DI0331Parkinsonism[ICD-11: 8A00]P21397MAOA
T86462DI0026Amyloidosis[ICD-11: 5D00]P02766TTR
T87024DI0025Alzheimer disease[ICD-11: 8A20]P05067APP
T87024DI0122Diagnostic imaging[ICD-11: N.A.]P05067APP
T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
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
T26623DI0298Neuropathy[ICD-11: 8C0Z]P15121AKR1B1
T26623DI0366Rheumatoid arthritis[ICD-11: FA20]P15121AKR1B1
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
T13260DI0062Breast cancer[ICD-11: 2C60-2C6Y]P11511CYP19A1
T13260DI0108Cushing syndrome[ICD-11: 5A70]P11511CYP19A1
T02506DI0106COVID-19[ICD-11: 1D6Y]P03372ESR1
T11288DI0167Gout[ICD-11: FA25]P33527ABCC1
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
T83059DI0060Brain cancer[ICD-11: 2A00]O95271TNKS
T83059DI0062Breast cancer[ICD-11: 2C60-2C6Y]O95271TNKS
T83059DI0321Ovarian cancer[ICD-11: 2C73]O95271TNKS
T83059DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O95271TNKS
T86057DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q96S37SLC22A12
T09538DI0164Genetic prion disease[ICD-11: 8E02]P05186ALPL
T09538DI0330Parasitic infection[ICD-11: 1D0Y-1G2Z]P05186ALPL
T63233DI0153Frontotemporal dementia[ICD-11: 6D83]Q99523SORT1
T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
T81735DI0360Rectum cancer[ICD-11: 2B92]P78527PRKDC
T81735DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P78527PRKDC
T29741DI0146Fibrosis[ICD-11: GA14-GC01]Q9NPH5NOX4
T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
T76914DI0198Idiopathic inflammatory myopathy[ICD-11: 4A41]P22001KCNA3
T76914DI0351Psoriasis[ICD-11: EA90]P22001KCNA3
T76914DI0352Psoriatic arthritis[ICD-11: FA21]P22001KCNA3
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
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
T63068DI0029Aneurysm/dissection[ICD-11: BD50]P02768ALB
T63068DI0059Bowel habit change[ICD-11: ME05]P02768ALB
T63068DI0077Cholelithiasis[ICD-11: DC11]P02768ALB
T63068DI0202Inborn energy metabolism error[ICD-11: 5C53]P02768ALB
T63068DI0218Irritable bowel syndrome[ICD-11: DD91]P02768ALB
T63068DI0343Preprocedural examination[ICD-11: QA0B]P02768ALB
T63068DI0366Rheumatoid arthritis[ICD-11: FA20]P02768ALB
T63068DI0370Schizophrenia[ICD-11: 6A20]P02768ALB
T63068DI0420Unspecific body region injury[ICD-11: ND56]P02768ALB
T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
T39610DI0068Cardiac arrhythmia[ICD-11: BC9Z]Q96HK3CALM
T39610DI0243Malaria[ICD-11: 1F40-1F45]Q96HK3CALM
T39610DI0370Schizophrenia[ICD-11: 6A20]Q96HK3CALM

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