Lonchocarpin



Compound IDCDAMM01409
Common nameLonchocarpin
IUPAC name1-(5-hydroxy-2,2-dimethylchromen-6-yl)-3-phenylprop-2-en-1-one
Molecular formulaC20H18O3

Experimental data

Retention time9.73
Adduct[M+H]+
Actual mz307.129
Theoretical mz307.133
Error13.92
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.8473

Identifiers and class information

Inchi keyUEXPKLJRGIWQBF-CSKARUKUSA-N
SmilesO=C(C=CC=1C=CC=CC1)C2=CC=C3OC(C=CC3=C2O)(C)C
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)5
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)0
Molecular weight (mol_MW)306.36
Computed dipole moment(dipole)3.336
Total solvent accessible surface area (SASA)606.034
Hydrophobic component of SASA (FOSA)166.448
Hydrophilic component of SASA (FISA)74.706
Pie component of the SASA (PISA)364.88
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1040.16
Number of hydrogen bond donors (donorHB)0
Number of hydrogen bond acceptors (accptHB)2.5
Free energy of solvation of dipole (dip^2/V)0.0106968
Index of cohesive interaction in solids (ACxDN^.5/SA)0
Globularity descriptor (glob)0.819221
Predicted polarizability in cubic angstroms (QPpolrz)35.747
Predicted hexadecane/gas partition coefficient (QPlogPC16)10.928
Predicted octanol/gas partition coefficient (QPlogPoct)13.031
Predicted water/gas partition coefficient (QPlogPw)5.527
Predicted octanol/water partition coefficient (QPlogPo/w)4.774
Predicted aqueous solubility (QPlogS)-5.579
Conformation-independent predicted aqueous solubility (CIQPlogS)-5.314
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.197
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1938.47
Predicted brain/blood partition coefficient (QPlogBB)-0.48
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1011.72
Predicted skin permeability, log Kp (QPlogKp)-1.131
PM3 calculated ionization potential (IP(ev))9.115
PM3 calculated electron affinity (EA(eV))0.731
Number of likely metabolic reactions (#metab)1
Prediction of binding to human serum albumin (QPlogKhsa)0.757
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)51.727
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
P36544CHRNA7Neuronal acetylcholine receptor protein alpha-7 subunitT34429SwissTargetPrediction
P29274ADORA2AAdenosine A2a receptorT77365SwissTargetPrediction
P35228NOS2Nitric oxide synthase, inducibleT02703SwissTargetPrediction
Q96KS0EIT6HIF-prolyl hydroxylase 1T53904SwissTargetPrediction
P05067APPBeta amyloid A4 proteinT87024SwissTargetPrediction
P27338MAOBMonoamine oxidase BT83011SwissTargetPrediction and SEA
Q15118PDK1Pyruvate dehydrogenase kinase isoform 1T20891SwissTargetPrediction
P15538CYP11B1Cytochrome P450 11B1T84621SwissTargetPrediction
P19099CYP11B2Cytochrome P450 11B2T59056SwissTargetPrediction
P11926ODC1Ornithine decarboxylaseT60366SwissTargetPrediction and SEA
O60885BRD4Bromodomain-containing protein 4T00407SwissTargetPrediction
P25440BRD2Bromodomain-containing protein 2T86597SwissTargetPrediction
Q15059BRD3Bromodomain-containing protein 3T42048SwissTargetPrediction
O75469NR1I2Pregnane X receptorT82702SwissTargetPrediction
P07339CTSDCathepsin DT67102SwissTargetPrediction
P18031PTPN1Protein-tyrosine phosphatase 1BT16347SwissTargetPrediction
P49137MAPKAPK2MAP kinase-activated protein kinase 2T21307SwissTargetPrediction
P04626ERBB2Receptor protein-tyrosine kinase erbB-2T14597SwissTargetPrediction
Q96S37SLC22A12Solute carrier family 22 member 12T86057SwissTargetPrediction
Q05655PRKCDProtein kinase C deltaT44861SwissTargetPrediction
P25025CXCR2Interleukin-8 receptor BT56923SwissTargetPrediction
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SwissTargetPrediction and SEA
P22001KCNA3Voltage-gated potassium channel subunit Kv1.3T76914SwissTargetPrediction and SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
Q04760GLO1Glyoxalase IT88285SwissTargetPrediction
P19438TNFRSF1ATumor necrosis factor receptor R1T86552SEA
Q9Y271CYSLTR1Cysteinyl leukotriene receptor 1T71192SEA
P49281SLC11A2Natural resistance-associated macrophage protein 2T22717SwissTargetPrediction
O75884RBBP9Putative hydrolase RBBP9T12084SEA
Q9GZT9EGLN1Egl nine homolog 1T32880SwissTargetPrediction

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T34429DI0101Corneal disease[ICD-11: 9A76-9A78]P36544CHRNA7
T34429DI0370Schizophrenia[ICD-11: 6A20]P36544CHRNA7
T77365DI0319Orthostatic hypotension[ICD-11: BA21]P29274ADORA2A
T77365DI0331Parkinsonism[ICD-11: 8A00]P29274ADORA2A
T77365DI0359Radionuclide imaging[ICD-11: N.A.]P29274ADORA2A
T02703DI0083Chronic kidney disease[ICD-11: GB61]P35228NOS2
T02703DI0320Osteoarthritis[ICD-11: FA00-FA05]P35228NOS2
T02703DI0375Sepsis[ICD-11: 1G40-1G41]P35228NOS2
T02703DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P35228NOS2
T53904DI0010Acute disease anaemia[ICD-11: 3A90]Q96KS0EIT6
T87024DI0025Alzheimer disease[ICD-11: 8A20]P05067APP
T87024DI0122Diagnostic imaging[ICD-11: N.A.]P05067APP
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
T20891DI0241Lymphoma[ICD-11: 2A80-2A86]Q15118PDK1
T84621DI0062Breast cancer[ICD-11: 2C60-2C6Y]P15538CYP11B1
T84621DI0108Cushing syndrome[ICD-11: 5A70]P15538CYP11B1
T59056DI0190Hypertension[ICD-11: BA00-BA04]P19099CYP11B2
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T86597DI0106COVID-19[ICD-11: 1D6Y]P25440BRD2
T42048DI0012Acute myeloid leukaemia[ICD-11: 2A60]Q15059BRD3
T42048DI0346Prostate cancer[ICD-11: 2C82]Q15059BRD3
T67102DI0275Multiple sclerosis[ICD-11: 8A40]P07339CTSD
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
T21307DI0011Acute laryngitis/tracheitis[ICD-11: CA05]P49137MAPKAPK2
T21307DI0181Hidradenitis suppurativa[ICD-11: ED92]P49137MAPKAPK2
T21307DI0269Monogenic autoinflammatory syndrome[ICD-11: 4A60]P49137MAPKAPK2
T21307DI0334Peritoneal cancer[ICD-11: 2C51]P49137MAPKAPK2
T21307DI0352Psoriatic arthritis[ICD-11: FA21]P49137MAPKAPK2
T21307DI0366Rheumatoid arthritis[ICD-11: FA20]P49137MAPKAPK2
T21307DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P49137MAPKAPK2
T14597DI0062Breast cancer[ICD-11: 2C60-2C6Y]P04626ERBB2
T14597DI0238Lung cancer[ICD-11: 2C25]P04626ERBB2
T14597DI0346Prostate cancer[ICD-11: 2C82]P04626ERBB2
T86057DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q96S37SLC22A12
T44861DI0287Myocardial infarction[ICD-11: BA41-BA43]Q05655PRKCD
T56923DI0155Fungal infection[ICD-11: 1F29-1F2F]P25025CXCR2
T56923DI0324Pain[ICD-11: MG30-MG3Z]P25025CXCR2
T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
T76914DI0198Idiopathic inflammatory myopathy[ICD-11: 4A41]P22001KCNA3
T76914DI0351Psoriasis[ICD-11: EA90]P22001KCNA3
T76914DI0352Psoriatic arthritis[ICD-11: FA21]P22001KCNA3
T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
T86552DI0060Brain cancer[ICD-11: 2A00]P19438TNFRSF1A
T86552DI0321Ovarian cancer[ICD-11: 2C73]P19438TNFRSF1A
T71192DI0037Asthma[ICD-11: CA23]Q9Y271CYSLTR1

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