Coumarin



Compound IDCDAMM01358
Common nameCoumarin
IUPAC namechromen-2-one
Molecular formulaC9H6O2

Experimental data

Retention time14.37
Adduct[M+H]+
Actual mz147.046
Theoretical mz147.044
Error8.32
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.6125

Identifiers and class information

Inchi keyZYGHJZDHTFUPRJ-UHFFFAOYSA-N
SmilesO=C1OC=2C=CC=CC2C=C1
SuperclassPhenylpropanoids and polyketides
ClassCoumarins and 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)0
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)1
Molecular weight (mol_MW)146.145
Computed dipole moment(dipole)6.336
Total solvent accessible surface area (SASA)331.8
Hydrophobic component of SASA (FOSA)0
Hydrophilic component of SASA (FISA)72.003
Pie component of the SASA (PISA)259.797
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)513.463
Number of hydrogen bond donors (donorHB)0
Number of hydrogen bond acceptors (accptHB)2.5
Free energy of solvation of dipole (dip^2/V)0.0781939
Index of cohesive interaction in solids (ACxDN^.5/SA)0
Globularity descriptor (glob)0.934605
Predicted polarizability in cubic angstroms (QPpolrz)16.876
Predicted hexadecane/gas partition coefficient (QPlogPC16)5.517
Predicted octanol/gas partition coefficient (QPlogPoct)7.557
Predicted water/gas partition coefficient (QPlogPw)5.237
Predicted octanol/water partition coefficient (QPlogPo/w)1.39
Predicted aqueous solubility (QPlogS)-1.857
Conformation-independent predicted aqueous solubility (CIQPlogS)-1.616
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.829
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)2056.32
Predicted brain/blood partition coefficient (QPlogBB)0.014
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1078.36
Predicted skin permeability, log Kp (QPlogKp)-1.931
PM3 calculated ionization potential (IP(ev))9.566
PM3 calculated electron affinity (EA(eV))1.007
Number of likely metabolic reactions (#metab)0
Prediction of binding to human serum albumin (QPlogKhsa)-0.56
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)94.38
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)40.678
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
O43570CA12Carbonic anhydrase XIIT16987SwissTargetPrediction and SEA
Q16790CA9Carbonic anhydrase IXT64567SwissTargetPrediction and SEA
P21917DRD4Dopamine D4 receptorT24983SEA
P21397MAOAMonoamine oxidase AT83875SEA
P00915CA1Carbonic anhydrase IT13201SwissTargetPrediction and SEA
P00918CA2Carbonic anhydrase IIT20401SwissTargetPrediction
P43166CA7Carbonic anhydrase VIIT37541SwissTargetPrediction and SEA
P23280CA6Carbonic anhydrase VIT06569SwissTargetPrediction
Q9ULX7CA14Carbonic anhydrase XIVT31992SwissTargetPrediction and SEA
P22748CA4Carbonic anhydrase IVT53378SwissTargetPrediction and SEA
P27338MAOBMonoamine oxidase BT83011SEA
P06401PGRProgesterone receptorT22939SEA
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
Q99895CTRCChymotrypsin CT10118SEA
O14980XPO1Exportin-1T51407SEA
P22460KCNA5Voltage-gated potassium channel subunit Kv1.5T17569SEA
Q16549PCSK7Subtilisin/kexin type 7T33211SEA
P22001KCNA3Voltage-gated potassium channel subunit Kv1.3T76914SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
Q92952KCNN1Small conductance calcium-activated potassium channel protein 1T11911SEA
P41235HNF4AHepatocyte nuclear factor 4-alphaT15514SEA
Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
Q9H2S1KCNN2Small conductance calcium-activated potassium channel protein 2T86271SEA
Q09470KCNA1Voltage-gated potassium channel Kv1.1T85272SEA
Q96RP8KCNA7Voltage-gated potassium channel Kv1.7T84737SEA
P22459KCNA4Voltage-gated A-type potassium channelT15665SEA
P16389KCNA2Voltage-gated potassium channel Kv1.2T19492SEA

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
T24983DI0022Allergic/hypersensitivity disorder[ICD-11: 4A80-4A8Z]P21917DRD4
T24983DI0370Schizophrenia[ICD-11: 6A20]P21917DRD4
T83875DI0117Depression[ICD-11: 6A70-6A7Z]P21397MAOA
T83875DI0331Parkinsonism[ICD-11: 8A00]P21397MAOA
T13201DI0166Glaucoma[ICD-11: 9C61]P00915CA1
T13201DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00915CA1
T20401DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P00918CA2
T20401DI0137Essential hypertension[ICD-11: BA00]P00918CA2
T20401DI0166Glaucoma[ICD-11: 9C61]P00918CA2
T20401DI0175Heart failure[ICD-11: BD10-BD1Z]P00918CA2
T20401DI0214Insomnia[ICD-11: 7A00-7A0Z]P00918CA2
T20401DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00918CA2
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
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
T22939DI0062Breast cancer[ICD-11: 2C60-2C6Y]P06401PGR
T22939DI0100Contraceptive management[ICD-11: QA21]P06401PGR
T22939DI0255Menstrual cycle bleeding disorder[ICD-11: GA20]P06401PGR
T22939DI0344Preterm labour/delivery[ICD-11: JB00]P06401PGR
T22939DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P06401PGR
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T51407DI0234Liposarcoma[ICD-11: 2B59]O14980XPO1
T51407DI0274Multiple myeloma[ICD-11: 2A83]O14980XPO1
T51407DI0395Stomach cancer[ICD-11: 2B72]O14980XPO1
T17569DI0030Angina pectoris[ICD-11: BA40]P22460KCNA5
T76914DI0198Idiopathic inflammatory myopathy[ICD-11: 4A41]P22001KCNA3
T76914DI0351Psoriasis[ICD-11: EA90]P22001KCNA3
T76914DI0352Psoriatic arthritis[ICD-11: FA21]P22001KCNA3
T11911DI0285Myelopathy[ICD-11: 8B42]Q92952KCNN1
T86271DI0285Myelopathy[ICD-11: 8B42]Q9H2S1KCNN2

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