Cadensin F



Compound IDCDAMM02944
Common nameCadensin F
IUPAC name3-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,8-dimethoxy-2,3-dihydro-[1,4]dioxino[2,3-c]xanthen-7-one
Molecular formulaC26H24O10

Experimental data

Retention time3.5
Adduct[M+H]+
Actual mz497.145
Theoretical mz497.144
Error1.66
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.09

Identifiers and class information

Inchi keyKYMAQUKJWPJDTA-UHFFFAOYNA-N
SmilesO=C1C2=CC(OC)=C3OC(C4=CC(OC)=C(O)C(OC)=C4)C(OC3=C2OC5=CC=CC(OC)=C15)CO
SuperclassOrganoheterocyclic compounds
ClassBenzodioxanes

Plant source

  • Clitoria ternatea 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)7
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)496.47
    Computed dipole moment(dipole)1.261
    Total solvent accessible surface area (SASA)745.159
    Hydrophobic component of SASA (FOSA)400.346
    Hydrophilic component of SASA (FISA)150.005
    Pie component of the SASA (PISA)194.808
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1399.57
    Number of hydrogen bond donors (donorHB)2
    Number of hydrogen bond acceptors (accptHB)9.45
    Free energy of solvation of dipole (dip^2/V)0.0011356
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0179349
    Globularity descriptor (glob)0.812043
    Predicted polarizability in cubic angstroms (QPpolrz)47.223
    Predicted hexadecane/gas partition coefficient (QPlogPC16)14.104
    Predicted octanol/gas partition coefficient (QPlogPoct)23.693
    Predicted water/gas partition coefficient (QPlogPw)14.551
    Predicted octanol/water partition coefficient (QPlogPo/w)3.209
    Predicted aqueous solubility (QPlogS)-5.24
    Conformation-independent predicted aqueous solubility (CIQPlogS)-6.79
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.502
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)374.455
    Predicted brain/blood partition coefficient (QPlogBB)-1.375
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)171.098
    Predicted skin permeability, log Kp (QPlogKp)-2.926
    PM3 calculated ionization potential (IP(ev))8.775
    PM3 calculated electron affinity (EA(eV))0.687
    Number of likely metabolic reactions (#metab)7
    Prediction of binding to human serum albumin (QPlogKhsa)0.264
    Predicted qualitative human oral absorption (HumanOralAbsorption)3
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)91.797
    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)124.381
    Number of nitrogen and oxygen atoms (#NandO)10
    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
    P43166CA7Carbonic anhydrase VIIT37541SEA
    P11926ODC1Ornithine decarboxylaseT60366SEA
    P33527ABCC1Multidrug resistance-associated protein 1T11288SwissTargetPrediction
    P17948FLT1Vascular endothelial growth factor receptor 1T63966SwissTargetPrediction
    P60568IL2Interleukin-2T61698SEA
    P46663BDKRB1Bradykinin B1 receptorT58589SwissTargetPrediction
    Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
    Q16678CYP1B1Cytochrome P450 1B1T92521SEA
    P05231IL6Interleukin-6T32578SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
    T11288DI0167Gout[ICD-11: FA25]P33527ABCC1
    T63966DI0361Renal cell carcinoma[ICD-11: 2C90]P17948FLT1
    T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
    T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
    T58589DI0320Osteoarthritis[ICD-11: FA00-FA05]P46663BDKRB1
    T58589DI0365Retinopathy[ICD-11: 9B71]P46663BDKRB1
    T58589DI0366Rheumatoid arthritis[ICD-11: FA20]P46663BDKRB1
    T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
    T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
    T32578DI0028Anemia[ICD-11: 3A00-3A9Z]P05231IL6

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