Persicarin



Compound IDCDAMM00508
Common namePersicarin
IUPAC name[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl] hydrogen sulfate
Molecular formulaC16H12O10S

Experimental data

Retention time0.43
Adduct[M+H]+
Actual mz397.028
Theoretical mz397.022
Error14.92
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.8036

Identifiers and class information

Inchi keyCZFNXFXZXWDYMZ-UHFFFAOYSA-N
SmilesO=C1C(OS(=O)(=O)O)=C(OC=2C=C(O)C=C(O)C12)C=3C=CC(O)=C(OC)C3
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Plant source

  • Piper longum L.

    • 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)1
    Number of non-conjugated amide groups (#amide)0
    Number of rotatable bonds (#rotor)7
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)396.325
    Computed dipole moment(dipole)2.493
    Total solvent accessible surface area (SASA)577.792
    Hydrophobic component of SASA (FOSA)81.971
    Hydrophilic component of SASA (FISA)297.158
    Pie component of the SASA (PISA)196.928
    Weakly polar component of the SASA (WPSA)1.735
    Total solvent accesible volume (volume)1027.23
    Number of hydrogen bond donors (donorHB)3
    Number of hydrogen bond acceptors (accptHB)9
    Free energy of solvation of dipole (dip^2/V)0.0060489
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0269794
    Globularity descriptor (glob)0.85213
    Predicted polarizability in cubic angstroms (QPpolrz)32.342
    Predicted hexadecane/gas partition coefficient (QPlogPC16)11.949
    Predicted octanol/gas partition coefficient (QPlogPoct)20.531
    Predicted water/gas partition coefficient (QPlogPw)16.186
    Predicted octanol/water partition coefficient (QPlogPo/w)0.607
    Predicted aqueous solubility (QPlogS)-2.814
    Conformation-independent predicted aqueous solubility (CIQPlogS)-4.621
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.056
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)3.815
    Predicted brain/blood partition coefficient (QPlogBB)-2.582
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1.564
    Predicted skin permeability, log Kp (QPlogKp)-5.63
    PM3 calculated ionization potential (IP(ev))8.691
    PM3 calculated electron affinity (EA(eV))0.836
    Number of likely metabolic reactions (#metab)4
    Prediction of binding to human serum albumin (QPlogKhsa)-0.65
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)40.909
    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)171.258
    Number of nitrogen and oxygen atoms (#NandO)10
    Number of violations of Lipinski’s rule of five (RuleOfFive)0
    Number of violations of Jorgensen’s rule of three (RuleOfThree)1

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source
    P00533EGFREpidermal growth factor receptor erbB1T59328SwissTargetPrediction
    P29274ADORA2AAdenosine A2a receptorT77365SwissTargetPrediction
    P30542ADORA1Adenosine A1 receptorT92072SwissTargetPrediction
    O43570CA12Carbonic anhydrase XIIT16987SwissTargetPrediction and SEA
    P00734F2ThrombinT94033SwissTargetPrediction
    P0DMS8ADORA3Adenosine A3 receptorT36059SwissTargetPrediction
    P21397MAOAMonoamine oxidase AT83875SEA
    P02766TTRTransthyretinT86462SEA
    P00918CA2Carbonic anhydrase IIT20401SwissTargetPrediction
    P43166CA7Carbonic anhydrase VIIT37541SwissTargetPrediction and SEA
    P22748CA4Carbonic anhydrase IVT53378SwissTargetPrediction and SEA
    P15121AKR1B1Aldose reductaseT26623SwissTargetPrediction and SEA
    P05164MPOMyeloperoxidaseT23471SEA
    Q9H3R0KDM4CLysine-specific demethylase 4CT73863SwissTargetPrediction
    Q92731ESR2Estrogen receptor betaT80896SEA
    P03372ESR1Estrogen receptor alphaT02506SEA
    P09917ALOX5Arachidonate 5-lipoxygenaseT00140SEA
    Q9HC97GPR35G-protein coupled receptor 35T56143SEA
    P33527ABCC1Multidrug resistance-associated protein 1T11288SEA
    P08183ABCB1P-glycoprotein 1T25258SEA
    P11309PIM1Serine/threonine-protein kinase PIM1T50594SwissTargetPrediction
    P11474ESRRAEstrogen-related receptor alphaT72841SEA
    O14757CHEK1Serine/threonine-protein kinase Chk1T62449SEA
    P24941CDK2Cyclin-dependent kinase 2T70176SwissTargetPrediction
    P56817BACE1Beta-secretase 1T79031SwissTargetPrediction
    P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
    P16050ALOX15Arachidonate 15-lipoxygenaseT16042SEA
    P18054ALOX12Arachidonate 12-lipoxygenaseT35527SEA
    P00742F10Thrombin and coagulation factor XT84631SwissTargetPrediction
    O14746TERTTelomerase reverse transcriptaseT86052SEA
    P11388TOP2ADNA topoisomerase II alphaT17048SEA
    P08238HSP90AB1Heat shock protein HSP 90-betaT96623SwissTargetPrediction
    P15692VEGFAVascular endothelial growth factor AT20761SEA
    P60568IL2Interleukin-2T61698SEA
    P49763PGFPlacenta growth factorT70792SEA
    Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
    Q9NPH5NOX4NADPH oxidase 4T29741SwissTargetPrediction and SEA
    Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
    P47989XDHXanthine dehydrogenaseT40954SwissTargetPrediction and SEA
    Q16678CYP1B1Cytochrome P450 1B1T92521SwissTargetPrediction and SEA
    P10636MAPTMicrotubule-associated protein tauT45593SEA
    Q04760GLO1Glyoxalase IT88285SEA
    P51679CCR4C-C chemokine receptor type 4T06955SEA
    Q16512PKN1Protein kinase N1T60003SEA
    Q9UQM7CAMK2ACaM kinase II alphaT18299SEA
    Q9HC98NEK6Serine/threonine-protein kinase NEK6T78992SEA
    O60285NUAK1NUAK family SNF1-like kinase 1T21653SEA
    P16152CBR1Carbonyl reductase [NADPH] 1T70518SEA
    Q13332PTPRSReceptor-type tyrosine-protein phosphatase ST10147SEA
    P05089ARG1Arginase-1 (by homology)T63224SwissTargetPrediction
    Q00534CDK6Cyclin-dependent kinase 6T89361SwissTargetPrediction
    Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
    Q9NR20DYRK4Dual-specificity tyrosine-phosphorylation regulated kinase 4T20542SEA
    P16220CREB1Cyclic AMP-responsive element-binding proteinT92098SEA
    Q15717ELAVL1ELAV-like protein 1T78349SEA
    Q9UK17KCND3Voltage-gated potassium channel Kv4.3T74500SEA
    H3BPQ1TCF4Transcription factor 7-like 2T54646SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T59328DI0030Angina pectoris[ICD-11: BA40]P00533EGFR
    T59328DI0062Breast cancer[ICD-11: 2C60-2C6Y]P00533EGFR
    T59328DI0095Colorectal cancer[ICD-11: 2B91]P00533EGFR
    T59328DI0121Diabetic foot ulcer[ICD-11: BD54]P00533EGFR
    T59328DI0220Ischemia[ICD-11: 8B10-8B11]P00533EGFR
    T59328DI0238Lung cancer[ICD-11: 2C25]P00533EGFR
    T59328DI0303Non-small-cell lung cancer[ICD-11: 2C25]P00533EGFR
    T59328DI0361Renal cell carcinoma[ICD-11: 2C90]P00533EGFR
    T59328DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P00533EGFR
    T59328DI0420Unspecific body region injury[ICD-11: ND56]P00533EGFR
    T77365DI0319Orthostatic hypotension[ICD-11: BA21]P29274ADORA2A
    T77365DI0331Parkinsonism[ICD-11: 8A00]P29274ADORA2A
    T77365DI0359Radionuclide imaging[ICD-11: N.A.]P29274ADORA2A
    T92072DI0319Orthostatic hypotension[ICD-11: BA21]P30542ADORA1
    T16987DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O43570CA12
    T16987DI0372Seborrhoeic dermatitis[ICD-11: EA81]O43570CA12
    T94033DI0052Bleeding disorder[ICD-11: GA20-GA21]P00734F2
    T94033DI0091Coagulation defect[ICD-11: 3B10]P00734F2
    T94033DI0219Ischaemic/haemorrhagic stroke[ICD-11: 8B20]P00734F2
    T94033DI0275Multiple sclerosis[ICD-11: 8A40]P00734F2
    T94033DI0287Myocardial infarction[ICD-11: BA41-BA43]P00734F2
    T94033DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P00734F2
    T94033DI0403Thrombocytopenia[ICD-11: 3B64]P00734F2
    T94033DI0405Thrombosis[ICD-11: DB61-GB90]P00734F2
    T36059DI0351Psoriasis[ICD-11: EA90]P0DMS8ADORA3
    T36059DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P0DMS8ADORA3
    T83875DI0117Depression[ICD-11: 6A70-6A7Z]P21397MAOA
    T83875DI0331Parkinsonism[ICD-11: 8A00]P21397MAOA
    T86462DI0026Amyloidosis[ICD-11: 5D00]P02766TTR
    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
    T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
    T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
    T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
    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
    T02506DI0106COVID-19[ICD-11: 1D6Y]P03372ESR1
    T00140DI0037Asthma[ICD-11: CA23]P09917ALOX5
    T00140DI0147Filariasis[ICD-11: 1F66]P09917ALOX5
    T00140DI0403Thrombocytopenia[ICD-11: 3B64]P09917ALOX5
    T11288DI0167Gout[ICD-11: FA25]P33527ABCC1
    T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
    T50594DI0012Acute myeloid leukaemia[ICD-11: 2A60]P11309PIM1
    T50594DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P11309PIM1
    T72841DI0366Rheumatoid arthritis[ICD-11: FA20]P11474ESRRA
    T62449DI0027Anal cancer[ICD-11: 2C00]O14757CHEK1
    T62449DI0172Head and neck cancer[ICD-11: 2D42]O14757CHEK1
    T62449DI0183Hodgkin lymphoma[ICD-11: 2B30]O14757CHEK1
    T62449DI0238Lung cancer[ICD-11: 2C25]O14757CHEK1
    T62449DI0241Lymphoma[ICD-11: 2A80-2A86]O14757CHEK1
    T62449DI0321Ovarian cancer[ICD-11: 2C73]O14757CHEK1
    T62449DI0326Pancreatic cancer[ICD-11: 2C10]O14757CHEK1
    T62449DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O14757CHEK1
    T70176DI0060Brain cancer[ICD-11: 2A00]P24941CDK2
    T70176DI0062Breast cancer[ICD-11: 2C60-2C6Y]P24941CDK2
    T70176DI0238Lung cancer[ICD-11: 2C25]P24941CDK2
    T70176DI0241Lymphoma[ICD-11: 2A80-2A86]P24941CDK2
    T70176DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P24941CDK2
    T70176DI0303Non-small-cell lung cancer[ICD-11: 2C25]P24941CDK2
    T70176DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P24941CDK2
    T70176DI0406Thymoma[ICD-11: 2C27]P24941CDK2
    T79031DI0025Alzheimer disease[ICD-11: 8A20]P56817BACE1
    T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
    T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
    T84631DI0053Blood-forming organ disease[ICD-11: 3C0Z]P00742F10
    T84631DI0080Christmas disease[ICD-11: 3B11]P00742F10
    T84631DI0091Coagulation defect[ICD-11: 3B10]P00742F10
    T84631DI0103Coronary thrombosis[ICD-11: BA43]P00742F10
    T84631DI0114Deep vein thrombosis[ICD-11: BD71]P00742F10
    T84631DI0397Supraventricular tachyarrhythmia[ICD-11: BC81]P00742F10
    T84631DI0405Thrombosis[ICD-11: DB61-GB90]P00742F10
    T84631DI0433Venous thromboembolism[ICD-11: BD72]P00742F10
    T86052DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]O14746TERT
    T86052DI0284Myelodysplastic syndrome[ICD-11: 2A37]O14746TERT
    T86052DI0326Pancreatic cancer[ICD-11: 2C10]O14746TERT
    T17048DI0012Acute myeloid leukaemia[ICD-11: 2A60]P11388TOP2A
    T17048DI0225Kaposi sarcoma[ICD-11: 2B57]P11388TOP2A
    T17048DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P11388TOP2A
    T96623DI0062Breast cancer[ICD-11: 2C60-2C6Y]P08238HSP90AB1
    T96623DI0238Lung cancer[ICD-11: 2C25]P08238HSP90AB1
    T96623DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P08238HSP90AB1
    T96623DI0249Mature B-cell leukaemia[ICD-11: 2A82]P08238HSP90AB1
    T96623DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P08238HSP90AB1
    T96623DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P08238HSP90AB1
    T96623DI0395Stomach cancer[ICD-11: 2B72]P08238HSP90AB1
    T20761DI0095Colorectal cancer[ICD-11: 2B91]P15692VEGFA
    T20761DI0365Retinopathy[ICD-11: 9B71]P15692VEGFA
    T20761DI0430Vascular system developmental anomaly[ICD-11: LA90]P15692VEGFA
    T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
    T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
    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
    T45593DI0012Acute myeloid leukaemia[ICD-11: 2A60]P10636MAPT
    T45593DI0025Alzheimer disease[ICD-11: 8A20]P10636MAPT
    T45593DI0265Mild neurocognitive disorder[ICD-11: 6D71]P10636MAPT
    T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
    T06955DI0283Mycosis fungoides[ICD-11: 2B01]P51679CCR4
    T06955DI0379Sezary syndrome[ICD-11: 2B02]P51679CCR4
    T18299DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UQM7CAMK2A
    T70518DI0037Asthma[ICD-11: CA23]P16152CBR1
    T10147DI0057Bone paget disease[ICD-11: FB85]Q13332PTPRS
    T63224DI0258Metabolism inborn error[ICD-11: 5C50]P05089ARG1
    T89361DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q00534CDK6
    T89361DI0238Lung cancer[ICD-11: 2C25]Q00534CDK6
    T89361DI0351Psoriasis[ICD-11: EA90]Q00534CDK6
    T74500DI0004Acidosis[ICD-11: 5C73]Q9UK17KCND3

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