Licoagrochalcone B



Compound IDCDAMM01703
Common nameLicoagrochalcone B
IUPAC name1-(4-hydroxyphenyl)-3-(5-methoxy-2,2-dimethylchromen-6-yl)prop-2-en-1-one
Molecular formulaC21H20O4

Experimental data

Retention time16.93
Adduct[M+H]+
Actual mz337.147
Theoretical mz337.143
Error9.86
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.2247

Identifiers and class information

Inchi keyBOJUBZPEDAAMPG-UXBLZVDNSA-N
SmilesO=C(C=CC1=CC=C2OC(C=CC2=C1OC)(C)C)C3=CC=C(O)C=C3
SuperclassPhenylpropanoids and polyketides
ClassLinear 1,3-diarylpropanoids

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)6
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-1
Molecular weight (mol_MW)336.387
Computed dipole moment(dipole)2.167
Total solvent accessible surface area (SASA)631.395
Hydrophobic component of SASA (FOSA)238.507
Hydrophilic component of SASA (FISA)96.881
Pie component of the SASA (PISA)296.007
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1108.41
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)4.25
Free energy of solvation of dipole (dip^2/V)0.0042349
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0067311
Globularity descriptor (glob)0.820348
Predicted polarizability in cubic angstroms (QPpolrz)37.179
Predicted hexadecane/gas partition coefficient (QPlogPC16)11.492
Predicted octanol/gas partition coefficient (QPlogPoct)15.828
Predicted water/gas partition coefficient (QPlogPw)8.238
Predicted octanol/water partition coefficient (QPlogPo/w)4.131
Predicted aqueous solubility (QPlogS)-5.251
Conformation-independent predicted aqueous solubility (CIQPlogS)-5.244
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.851
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1194.48
Predicted brain/blood partition coefficient (QPlogBB)-0.758
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)599.476
Predicted skin permeability, log Kp (QPlogKp)-1.686
PM3 calculated ionization potential (IP(ev))8.965
PM3 calculated electron affinity (EA(eV))0.792
Number of likely metabolic reactions (#metab)2
Prediction of binding to human serum albumin (QPlogKhsa)0.551
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)100
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)64.503
Number of nitrogen and oxygen atoms (#NandO)4
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
P43166CA7Carbonic anhydrase VIIT37541SEA
P27338MAOBMonoamine oxidase BT83011SEA
P11926ODC1Ornithine decarboxylaseT60366SwissTargetPrediction and SEA
P80404ABATGamma-amino-N-butyrate transaminaseT59045SEA
P18031PTPN1Protein-tyrosine phosphatase 1BT16347SwissTargetPrediction and SEA
P08183ABCB1P-glycoprotein 1T25258SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
P14679TYRTyrosinaseT97035SEA
P22001KCNA3Voltage-gated potassium channel subunit Kv1.3T76914SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
P10636MAPTMicrotubule-associated protein tauT45593SEA
P19438TNFRSF1ATumor necrosis factor receptor R1T86552SEA
Q9H4B7TUBB1Tubulin beta-1 chainT84397SEA
P51649ALDH5A1Succinate semialdehyde dehydrogenaseT13259SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
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
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
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
T16347DI0009Acute diabete complication[ICD-11: 5A2Y]P18031PTPN1
T16347DI0062Breast cancer[ICD-11: 2C60-2C6Y]P18031PTPN1
T16347DI0308Obesity[ICD-11: 5B80-5B81]P18031PTPN1
T16347DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P18031PTPN1
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
T76914DI0198Idiopathic inflammatory myopathy[ICD-11: 4A41]P22001KCNA3
T76914DI0351Psoriasis[ICD-11: EA90]P22001KCNA3
T76914DI0352Psoriatic arthritis[ICD-11: FA21]P22001KCNA3
T45593DI0012Acute myeloid leukaemia[ICD-11: 2A60]P10636MAPT
T45593DI0025Alzheimer disease[ICD-11: 8A20]P10636MAPT
T45593DI0265Mild neurocognitive disorder[ICD-11: 6D71]P10636MAPT
T86552DI0060Brain cancer[ICD-11: 2A00]P19438TNFRSF1A
T86552DI0321Ovarian cancer[ICD-11: 2C73]P19438TNFRSF1A
T84397DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9H4B7TUBB1
T13259DI0122Diagnostic imaging[ICD-11: N.A.]P51649ALDH5A1
T13259DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P51649ALDH5A1

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