Dahuribirin E



Compound IDCDAMM00542
Common nameDahuribirin E
IUPAC name4-[[4'-(2,3-dihydroxy-3-methylbutoxy)-5,5-dimethylspiro[1,3-dioxolane-2,7'-furo[3,2-g]chromene]-4-yl]methoxy]furo[3,2-g]chromen-7-one
Molecular formulaC32H30O11

Experimental data

Retention time13.29
Adduct[M+H]+
Actual mz591.185
Theoretical mz591.186
Error2.33
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.6064

Identifiers and class information

Inchi keyJYGBUNBAQUBPQH-XCLNOZGTNA-N
SmilesO=C1OC=2C=C3OC=CC3=C(OCC4OC5(OC=6C=C7OC=CC7=C(OCC(O)C(O)(C)C)C6C=C5)OC4(C)C)C2C=C1
SuperclassPhenylpropanoids and polyketides
ClassCoumarins and derivatives

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)9
    Number of reactive functional groups (#rtvFG)2
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)590.582
    Computed dipole moment(dipole)7.191
    Total solvent accessible surface area (SASA)864.262
    Hydrophobic component of SASA (FOSA)306.036
    Hydrophilic component of SASA (FISA)137.664
    Pie component of the SASA (PISA)420.563
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1640.19
    Number of hydrogen bond donors (donorHB)2
    Number of hydrogen bond acceptors (accptHB)10.45
    Free energy of solvation of dipole (dip^2/V)0.0315261
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0170996
    Globularity descriptor (glob)0.778243
    Predicted polarizability in cubic angstroms (QPpolrz)57.724
    Predicted hexadecane/gas partition coefficient (QPlogPC16)17.956
    Predicted octanol/gas partition coefficient (QPlogPoct)28.492
    Predicted water/gas partition coefficient (QPlogPw)16.833
    Predicted octanol/water partition coefficient (QPlogPo/w)4.605
    Predicted aqueous solubility (QPlogS)-6.564
    Conformation-independent predicted aqueous solubility (CIQPlogS)-8.574
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-7.126
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)490.272
    Predicted brain/blood partition coefficient (QPlogBB)-1.494
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)228.954
    Predicted skin permeability, log Kp (QPlogKp)-1.711
    PM3 calculated ionization potential (IP(ev))8.787
    PM3 calculated electron affinity (EA(eV))1.181
    Number of likely metabolic reactions (#metab)6
    Prediction of binding to human serum albumin (QPlogKhsa)0.574
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)76.146
    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)137.449
    Number of nitrogen and oxygen atoms (#NandO)11
    Number of violations of Lipinski’s rule of five (RuleOfFive)2
    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
    P22460KCNA5Voltage-gated potassium channel subunit Kv1.5T17569SEA
    P22001KCNA3Voltage-gated potassium channel subunit Kv1.3T76914SEA
    Q92952KCNN1Small conductance calcium-activated potassium channel protein 1T11911SEA
    Q9H2S1KCNN2Small conductance calcium-activated potassium channel protein 2T86271SEA
    Q09470KCNA1Voltage-gated potassium channel Kv1.1T85272SEA
    Q96RP8KCNA7Voltage-gated potassium channel Kv1.7T84737SEA
    P22459KCNA4Voltage-gated A-type potassium channelT15665SEA
    P16389KCNA2Voltage-gated potassium channel Kv1.2T19492SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T17569DI0030Angina pectoris[ICD-11: BA40]P22460KCNA5
    T76914DI0198Idiopathic inflammatory myopathy[ICD-11: 4A41]P22001KCNA3
    T76914DI0351Psoriasis[ICD-11: EA90]P22001KCNA3
    T76914DI0352Psoriatic arthritis[ICD-11: FA21]P22001KCNA3
    T11911DI0285Myelopathy[ICD-11: 8B42]Q92952KCNN1
    T86271DI0285Myelopathy[ICD-11: 8B42]Q9H2S1KCNN2

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