Bis(5-hydroxynoracronycine)



Compound IDCDAMM01889
Common nameBis(5-hydroxynoracronycine)
IUPAC name5-(6,11-dihydroxy-3,3,12-trimethyl-7-oxo-1,2-dihydropyrano[2,3-c]acridin-1-yl)-6,11-dihydroxy-3,3,12-trimethylpyrano[2,3-c]acridin-7-one
Molecular formulaC38H34N2O8

Experimental data

Retention time19.44
Adduct[M+K]+
Actual mz685.2
Theoretical mz685.195
Error7.5
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.8066

Identifiers and class information

Inchi keyPIZIMOGOEZLCMG-UHFFFAOYNA-N
SmilesO=C1C=2C=CC=C(O)C2N(C=3C1=C(O)C=C4OC(C)(C)CC(C=5C(O)=C6C(=O)C=7C=CC=C(O)C7N(C6=C8C=CC(OC85)(C)C)C)C43)C
SuperclassPhenylpropanoids and polyketides
ClassNeoflavonoids

Plant source

  • Curcuma longa L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)3
    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)4
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)646.695
    Computed dipole moment(dipole)10.817
    Total solvent accessible surface area (SASA)834.074
    Hydrophobic component of SASA (FOSA)332.997
    Hydrophilic component of SASA (FISA)164.602
    Pie component of the SASA (PISA)336.475
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1711.47
    Number of hydrogen bond donors (donorHB)2
    Number of hydrogen bond acceptors (accptHB)7.5
    Free energy of solvation of dipole (dip^2/V)0.0683662
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0127166
    Globularity descriptor (glob)0.829609
    Predicted polarizability in cubic angstroms (QPpolrz)62.984
    Predicted hexadecane/gas partition coefficient (QPlogPC16)17.817
    Predicted octanol/gas partition coefficient (QPlogPoct)29.715
    Predicted water/gas partition coefficient (QPlogPw)14.569
    Predicted octanol/water partition coefficient (QPlogPo/w)6.027
    Predicted aqueous solubility (QPlogS)-7.913
    Conformation-independent predicted aqueous solubility (CIQPlogS)-11.217
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.894
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)272.257
    Predicted brain/blood partition coefficient (QPlogBB)-1.272
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)121.236
    Predicted skin permeability, log Kp (QPlogKp)-2.984
    PM3 calculated ionization potential (IP(ev))8.441
    PM3 calculated electron affinity (EA(eV))0.893
    Number of likely metabolic reactions (#metab)10
    Prediction of binding to human serum albumin (QPlogKhsa)1.592
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)79.902
    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)143.466
    Number of nitrogen and oxygen atoms (#NandO)10
    Number of violations of Lipinski’s rule of five (RuleOfFive)2
    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
    P11926ODC1Ornithine decarboxylaseT60366SEA
    O60911CTSVCathepsin (V and K)T93653SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
    T93653DI0055Bone cancer[ICD-11: 2B5Z]O60911CTSV
    T93653DI0087Chronic pain[ICD-11: MG30]O60911CTSV

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