Dictangustine A



Compound IDCDAMM00575
Common nameDictangustine A
IUPAC name6-hydroxy-9-methylfuro[2,3-b]quinolin-4-one
Molecular formulaC12H9NO3

Experimental data

Retention time10.37
Adduct[M+H]+
Actual mz216.065
Theoretical mz216.065
Error0.35
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.8711

Identifiers and class information

Inchi keyUSBRXKRFIPTWNC-UHFFFAOYSA-N
SmilesO=C1C=2C=COC2N(C3=CC=C(O)C=C13)C
SuperclassOrganoheterocyclic compounds
ClassQuinolines and derivatives

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)0
    Number of non-conjugated amide groups (#amide)0
    Number of rotatable bonds (#rotor)1
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)0
    Molecular weight (mol_MW)215.208
    Computed dipole moment(dipole)6.773
    Total solvent accessible surface area (SASA)413.607
    Hydrophobic component of SASA (FOSA)81.799
    Hydrophilic component of SASA (FISA)106.7
    Pie component of the SASA (PISA)225.108
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)678.391
    Number of hydrogen bond donors (donorHB)1
    Number of hydrogen bond acceptors (accptHB)3.75
    Free energy of solvation of dipole (dip^2/V)0.0676264
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0090666
    Globularity descriptor (glob)0.902743
    Predicted polarizability in cubic angstroms (QPpolrz)22.503
    Predicted hexadecane/gas partition coefficient (QPlogPC16)7.183
    Predicted octanol/gas partition coefficient (QPlogPoct)11.544
    Predicted water/gas partition coefficient (QPlogPw)7.909
    Predicted octanol/water partition coefficient (QPlogPo/w)1.613
    Predicted aqueous solubility (QPlogS)-2.404
    Conformation-independent predicted aqueous solubility (CIQPlogS)-2.905
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.179
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)963.974
    Predicted brain/blood partition coefficient (QPlogBB)-0.37
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)475.474
    Predicted skin permeability, log Kp (QPlogKp)-2.597
    PM3 calculated ionization potential (IP(ev))8.076
    PM3 calculated electron affinity (EA(eV))0.468
    Number of likely metabolic reactions (#metab)2
    Prediction of binding to human serum albumin (QPlogKhsa)-0.25
    Predicted qualitative human oral absorption (HumanOralAbsorption)3
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)89.8
    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)61.749
    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
    P16083NQO2Quinone reductase 2T75498SEA
    P30291WEE1Serine/threonine-protein kinase WEE1T69991SEA
    P60568IL2Interleukin-2T61698SEA
    Q13332PTPRSReceptor-type tyrosine-protein phosphatase ST10147SEA
    P35270SPRSubstance-P receptorT47094SEA
    Q96HK3CALMCalmodulinT39610SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T75498DI0214Insomnia[ICD-11: 7A00-7A0Z]P16083NQO2
    T69991DI0321Ovarian cancer[ICD-11: 2C73]P30291WEE1
    T69991DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P30291WEE1
    T69991DI0429Uterine ligament/parametrium/uterine adnexa neoplasm[ICD-11: 2C72]P30291WEE1
    T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
    T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
    T10147DI0057Bone paget disease[ICD-11: FB85]Q13332PTPRS
    T47094DI0117Depression[ICD-11: 6A70-6A7Z]P35270SPR
    T47094DI0293Nausea/vomiting[ICD-11: MD90]P35270SPR
    T39610DI0068Cardiac arrhythmia[ICD-11: BC9Z]Q96HK3CALM
    T39610DI0243Malaria[ICD-11: 1F40-1F45]Q96HK3CALM
    T39610DI0370Schizophrenia[ICD-11: 6A20]Q96HK3CALM

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