1-O-p-(E)-Coumaroyl-4,6-(S)-HHDP-beta-D-glucopyranose



Compound IDCDAMM03009
Common name1-O-p-(E)-Coumaroyl-4,6-(S)-HHDP-beta-D-glucopyranose
IUPAC name(3,4,5,11,12,21,22,23-octahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-13-yl) 3-(4-hydroxyphenyl)prop-2-enoate
Molecular formulaC29H24O16

Experimental data

Retention time18.18
Adduct[M+H]+
Actual mz629.112
Theoretical mz629.113
Error1.39
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score9.134

Identifiers and class information

Inchi keyPKUIQPGQNIMHEJ-ZREQXIJKNA-N
SmilesO=C(OC1OC2COC(=O)C=3C=C(O)C(O)=C(O)C3C4=C(O)C(O)=C(O)C=C4C(=O)OC2C(O)C1O)C=CC5=CC=C(O)C=C5
SuperclassPhenylpropanoids and polyketides
ClassTannins

Plant source

  • Clitoria ternatea L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)7
    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)4
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)628.499
    Computed dipole moment(dipole)6.141
    Total solvent accessible surface area (SASA)873.163
    Hydrophobic component of SASA (FOSA)113.956
    Hydrophilic component of SASA (FISA)498.047
    Pie component of the SASA (PISA)261.16
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1635.97
    Number of hydrogen bond donors (donorHB)9
    Number of hydrogen bond acceptors (accptHB)16.35
    Free energy of solvation of dipole (dip^2/V)0.0230512
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0561751
    Globularity descriptor (glob)0.768989
    Predicted polarizability in cubic angstroms (QPpolrz)53.464
    Predicted hexadecane/gas partition coefficient (QPlogPC16)21.003
    Predicted octanol/gas partition coefficient (QPlogPoct)41.591
    Predicted water/gas partition coefficient (QPlogPw)33.403
    Predicted octanol/water partition coefficient (QPlogPo/w)-1.343
    Predicted aqueous solubility (QPlogS)-4.087
    Conformation-independent predicted aqueous solubility (CIQPlogS)-5.947
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.515
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.187
    Predicted brain/blood partition coefficient (QPlogBB)-5.835
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.046
    Predicted skin permeability, log Kp (QPlogKp)-8.53
    PM3 calculated ionization potential (IP(ev))9.136
    PM3 calculated electron affinity (EA(eV))0.779
    Number of likely metabolic reactions (#metab)9
    Prediction of binding to human serum albumin (QPlogKhsa)-0.785
    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)291.537
    Number of nitrogen and oxygen atoms (#NandO)16
    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
    P05231IL6Interleukin-6T32578SEA
    O43826SLC37A4Glucose-6-phosphate translocaseT47306SEA

    Target associated diseases

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

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