Vescalin



Compound IDCDAMM01860
Common nameVescalin
IUPAC name7,8,9,12,13,14,17,18,19,25,29-undecahydroxy-24-(hydroxymethyl)-3,23,26-trioxahexacyclo[13.10.3.12,6.05,10.011,28.016,21]nonacosa-5(10),6,8,11,13,15(28),16,18,20-nonaene-4,22,27-trione
Molecular formulaC27H20O18

Experimental data

Retention time14.36
Adduct[M+H]+
Actual mz633.071
Theoretical mz633.072
Error1.23
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.5588

Identifiers and class information

Inchi keyPPUHUWSVCUJGTD-UHFFFAOYNA-N
SmilesO=C1OC(CO)C(O)C2OC(=O)C=3C(=C(O)C(O)=C(O)C3C=4C(O)=C(O)C(O)=C5C4C(=O)OC2C5O)C=6C(O)=C(O)C(O)=CC16
SuperclassPhenylpropanoids and polyketides
ClassTannins

Plant source

  • Curcuma longa L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)8
    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)13
    Number of reactive functional groups (#rtvFG)3
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)632.444
    Computed dipole moment(dipole)6.815
    Total solvent accessible surface area (SASA)708.576
    Hydrophobic component of SASA (FOSA)74.586
    Hydrophilic component of SASA (FISA)565.875
    Pie component of the SASA (PISA)68.115
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1426.4
    Number of hydrogen bond donors (donorHB)12
    Number of hydrogen bond acceptors (accptHB)18.85
    Free energy of solvation of dipole (dip^2/V)0.0325559
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0921543
    Globularity descriptor (glob)0.864847
    Predicted polarizability in cubic angstroms (QPpolrz)43.234
    Predicted hexadecane/gas partition coefficient (QPlogPC16)18.545
    Predicted octanol/gas partition coefficient (QPlogPoct)44.239
    Predicted water/gas partition coefficient (QPlogPw)39.012
    Predicted octanol/water partition coefficient (QPlogPo/w)-3.927
    Predicted aqueous solubility (QPlogS)-2.051
    Conformation-independent predicted aqueous solubility (CIQPlogS)-4.816
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.044
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.043
    Predicted brain/blood partition coefficient (QPlogBB)-5.264
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.009
    Predicted skin permeability, log Kp (QPlogKp)-10.46
    PM3 calculated ionization potential (IP(ev))8.743
    PM3 calculated electron affinity (EA(eV))1.109
    Number of likely metabolic reactions (#metab)12
    Prediction of binding to human serum albumin (QPlogKhsa)-1.056
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)0
    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)337.277
    Number of nitrogen and oxygen atoms (#NandO)18
    Number of violations of Lipinski’s rule of five (RuleOfFive)3
    Number of violations of Jorgensen’s rule of three (RuleOfThree)2

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source
    P00742F10Thrombin and coagulation factor XT84631SwissTargetPrediction
    P05231IL6Interleukin-6T32578SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    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
    T32578DI0028Anemia[ICD-11: 3A00-3A9Z]P05231IL6

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