Morusin



Compound IDCDAMM00597
Common nameMorusin
IUPAC name2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-3-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-4-one
Molecular formulaC25H24O6

Experimental data

Retention time13.46
Adduct[M+H]+
Actual mz421.165
Theoretical mz421.164
Error1.24
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.7578

Identifiers and class information

Inchi keyXFFOMNJIDRDDLQ-UHFFFAOYSA-N
SmilesO=C1C2=C(O)C=C3OC(C=CC3=C2OC(C=4C=CC(O)=CC4O)=C1CC=C(C)C)(C)C
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Plant source

  • Piper longum L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)1
    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)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)420.461
    Computed dipole moment(dipole)6.593
    Total solvent accessible surface area (SASA)706.579
    Hydrophobic component of SASA (FOSA)312.284
    Hydrophilic component of SASA (FISA)170.077
    Pie component of the SASA (PISA)224.218
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1290.41
    Number of hydrogen bond donors (donorHB)2
    Number of hydrogen bond acceptors (accptHB)4.5
    Free energy of solvation of dipole (dip^2/V)0.0336886
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0090067
    Globularity descriptor (glob)0.811253
    Predicted polarizability in cubic angstroms (QPpolrz)44.419
    Predicted hexadecane/gas partition coefficient (QPlogPC16)13.457
    Predicted octanol/gas partition coefficient (QPlogPoct)20.656
    Predicted water/gas partition coefficient (QPlogPw)10.36
    Predicted octanol/water partition coefficient (QPlogPo/w)4.407
    Predicted aqueous solubility (QPlogS)-6.534
    Conformation-independent predicted aqueous solubility (CIQPlogS)-7.008
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.655
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)241.581
    Predicted brain/blood partition coefficient (QPlogBB)-1.461
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)106.54
    Predicted skin permeability, log Kp (QPlogKp)-3.384
    PM3 calculated ionization potential (IP(ev))8.757
    PM3 calculated electron affinity (EA(eV))0.474
    Number of likely metabolic reactions (#metab)6
    Prediction of binding to human serum albumin (QPlogKhsa)0.969
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)95.404
    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)103.135
    Number of nitrogen and oxygen atoms (#NandO)6
    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
    P22303ACHEAcetylcholinesteraseT30082SwissTargetPrediction and SEA
    P30542ADORA1Adenosine A1 receptorT92072SwissTargetPrediction
    P35228NOS2Nitric oxide synthase, inducibleT02703SwissTargetPrediction
    P0DMS8ADORA3Adenosine A3 receptorT36059SwissTargetPrediction
    P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SwissTargetPrediction and SEA
    P17612PRKACAcAMP-dependent protein kinase alpha-catalytic subunitT12808SwissTargetPrediction
    P21554CNR1Cannabinoid receptor 1 (by homology)T76685SwissTargetPrediction
    P35354PTGS2Cyclooxygenase-2T66665SwissTargetPrediction
    P11926ODC1Ornithine decarboxylaseT60366SEA
    O14684PTGESProstaglandin E synthaseT02562SwissTargetPrediction
    P18031PTPN1Protein-tyrosine phosphatase 1BT16347SwissTargetPrediction and SEA
    P08183ABCB1P-glycoprotein 1T25258SwissTargetPrediction
    P04626ERBB2Receptor protein-tyrosine kinase erbB-2T14597SwissTargetPrediction
    Q15118PDK1Pyruvate dehydrogenase kinase isoform 1T20891SwissTargetPrediction
    P06276BCHEButyrylcholinesteraseT99799SwissTargetPrediction and SEA
    P56817BACE1Beta-secretase 1T79031SwissTargetPrediction
    P49327FASNFatty acid synthaseT16514SwissTargetPrediction
    O75874IDH1Isocitrate dehydrogenase [NADP] cytoplasmicT69563SwissTargetPrediction
    P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SwissTargetPrediction and SEA
    P16050ALOX15Arachidonate 15-lipoxygenaseT16042SwissTargetPrediction
    P18054ALOX12Arachidonate 12-lipoxygenaseT35527SwissTargetPrediction
    P00742F10Thrombin and coagulation factor XT84631SwissTargetPrediction
    P24723PRKCHProtein kinase C etaT40149SwissTargetPrediction
    P35222CTNNB1Axin1/beta-cateninT82795SwissTargetPrediction
    P07900HSP90AA1Heat shock protein HSP 90-alphaT18477SwissTargetPrediction
    P05771PRKCBProtein kinase C betaT40276SwissTargetPrediction
    Q02156PRKCEProtein kinase C epsilonT00895SwissTargetPrediction
    P34972CNR2Cannabinoid receptor 2T37693SwissTargetPrediction
    Q05655PRKCDProtein kinase C deltaT44861SwissTargetPrediction
    Q96EB6SIRT1NAD-dependent deacetylase sirtuin 1T14731SwissTargetPrediction
    P25025CXCR2Interleukin-8 receptor BT56923SwissTargetPrediction
    Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SwissTargetPrediction
    P14679TYRTyrosinaseT97035SEA
    Q14680MELKMaternal embryonic leucine zipper kinaseT96892SwissTargetPrediction
    Q16678CYP1B1Cytochrome P450 1B1T92521SwissTargetPrediction
    P05129PRKCGProtein kinase C gammaT47107SwissTargetPrediction
    P63316TNNC1Troponin, cardiac muscleT12966SwissTargetPrediction
    P14625HSP90B1EndoplasminT81311SwissTargetPrediction
    O60911CTSVCathepsin (V and K)T93653SEA
    Q13332PTPRSReceptor-type tyrosine-protein phosphatase ST10147SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T30082DI0025Alzheimer disease[ICD-11: 8A20]P22303ACHE
    T30082DI0166Glaucoma[ICD-11: 9C61]P22303ACHE
    T30082DI0282Myasthenia gravis[ICD-11: 8C6Y]P22303ACHE
    T30082DI0313Oesophageal/gastroduodenal disorder[ICD-11: DD90]P22303ACHE
    T30082DI0332Pediculosis[ICD-11: 1G00]P22303ACHE
    T30082DI0421Unspecific substance harmful effect[ICD-11: NE6Z]P22303ACHE
    T92072DI0319Orthostatic hypotension[ICD-11: BA21]P30542ADORA1
    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
    T36059DI0351Psoriasis[ICD-11: EA90]P0DMS8ADORA3
    T36059DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P0DMS8ADORA3
    T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
    T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
    T12808DI0279Muscular atrophy[ICD-11: 8B61]P17612PRKACA
    T76685DI0031Anorexia nervosa[ICD-11: 6B80]P21554CNR1
    T76685DI0214Insomnia[ICD-11: 7A00-7A0Z]P21554CNR1
    T76685DI0308Obesity[ICD-11: 5B80-5B81]P21554CNR1
    T66665DI0087Chronic pain[ICD-11: MG30]P35354PTGS2
    T66665DI0145Female pelvic pain[ICD-11: GA34]P35354PTGS2
    T66665DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P35354PTGS2
    T66665DI0207Indeterminate colitis[ICD-11: DD72]P35354PTGS2
    T66665DI0227Knee osteoarthritis[ICD-11: FA01]P35354PTGS2
    T66665DI0320Osteoarthritis[ICD-11: FA00-FA05]P35354PTGS2
    T66665DI0324Pain[ICD-11: MG30-MG3Z]P35354PTGS2
    T66665DI0366Rheumatoid arthritis[ICD-11: FA20]P35354PTGS2
    T66665DI0416Tuberculosis[ICD-11: 1B10-1B12]P35354PTGS2
    T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
    T02562DI0025Alzheimer disease[ICD-11: 8A20]O14684PTGES
    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
    T14597DI0062Breast cancer[ICD-11: 2C60-2C6Y]P04626ERBB2
    T14597DI0238Lung cancer[ICD-11: 2C25]P04626ERBB2
    T14597DI0346Prostate cancer[ICD-11: 2C82]P04626ERBB2
    T20891DI0241Lymphoma[ICD-11: 2A80-2A86]Q15118PDK1
    T99799DI0324Pain[ICD-11: MG30-MG3Z]P06276BCHE
    T99799DI0411Tonus and reflex abnormality[ICD-11: MB47]P06276BCHE
    T79031DI0025Alzheimer disease[ICD-11: 8A20]P56817BACE1
    T16514DI0096concerning food/fluid intake symptom[ICD-11: MG43]P49327FASN
    T69563DI0012Acute myeloid leukaemia[ICD-11: 2A60]O75874IDH1
    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
    T40149DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]P24723PRKCH
    T82795DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P35222CTNNB1
    T18477DI0015Acute upper respiratory infection[ICD-11: CA07]P07900HSP90AA1
    T18477DI0037Asthma[ICD-11: CA23]P07900HSP90AA1
    T40276DI0123Diffuse large B-cell lymphoma[ICD-11: 2A81]P05771PRKCB
    T40276DI0241Lymphoma[ICD-11: 2A80-2A86]P05771PRKCB
    T40276DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P05771PRKCB
    T00895DI0033Anxiety disorder[ICD-11: 6B00-6B0Z]Q02156PRKCE
    T00895DI0243Malaria[ICD-11: 1F40-1F45]Q02156PRKCE
    T37693DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P34972CNR2
    T37693DI0214Insomnia[ICD-11: 7A00-7A0Z]P34972CNR2
    T44861DI0287Myocardial infarction[ICD-11: BA41-BA43]Q05655PRKCD
    T14731DI0366Rheumatoid arthritis[ICD-11: FA20]Q96EB6SIRT1
    T14731DI0399Systemic sclerosis[ICD-11: 4A42]Q96EB6SIRT1
    T14731DI0431Vasculitis[ICD-11: 4A44]Q96EB6SIRT1
    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
    T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
    T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
    T96892DI0012Acute myeloid leukaemia[ICD-11: 2A60]Q14680MELK
    T96892DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q14680MELK
    T96892DI0249Mature B-cell leukaemia[ICD-11: 2A82]Q14680MELK
    T96892DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q14680MELK
    T96892DI0284Myelodysplastic syndrome[ICD-11: 2A37]Q14680MELK
    T96892DI0286Myeloproliferative neoplasm[ICD-11: 2A20]Q14680MELK
    T47107DI0012Acute myeloid leukaemia[ICD-11: 2A60]P05129PRKCG
    T47107DI0248Mastocytosis[ICD-11: 2A21]P05129PRKCG
    T12966DI0006Acquired cutaneous blood vessel malformation[ICD-11: EF20]P63316TNNC1
    T12966DI0175Heart failure[ICD-11: BD10-BD1Z]P63316TNNC1
    T81311DI0238Lung cancer[ICD-11: 2C25]P14625HSP90B1
    T93653DI0055Bone cancer[ICD-11: 2B5Z]O60911CTSV
    T93653DI0087Chronic pain[ICD-11: MG30]O60911CTSV
    T10147DI0057Bone paget disease[ICD-11: FB85]Q13332PTPRS

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