(+)-16-Hydroxy-9-O-demethylgalwesine



Compound IDCDAMM03024
Common name(+)-16-Hydroxy-9-O-demethylgalwesine
IUPAC name1,15-dihydroxy-9,16-dimethoxy-3-methyl-7,11-dioxa-3-azapentacyclo[8.8.0.02,6.06,8.013,18]octadeca-13,15,17-trien-12-one
Molecular formulaC18H21NO7

Experimental data

Retention time3.48
Adduct[M+H]+
Actual mz364.142
Theoretical mz364.139
Error6.66
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.9121

Identifiers and class information

Inchi keyWHGUOFBWWVTRGI-LDMUAQFNNA-N
SmilesO=C1OC2C(OC)C3OC43CCN(C)C4C2(O)C5=CC(OC)=C(O)C=C15
SuperclassAlkaloids and derivatives
ClassAmaryllidaceae alkaloids

Plant source

  • Clitoria ternatea L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)0
    Number of non-conjugated amine groups (#amine)1
    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)2
    Predicted central nervous system activity (CNS)1
    Molecular weight (mol_MW)363.366
    Computed dipole moment(dipole)3.124
    Total solvent accessible surface area (SASA)551.667
    Hydrophobic component of SASA (FOSA)372.207
    Hydrophilic component of SASA (FISA)128.876
    Pie component of the SASA (PISA)50.584
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1021.11
    Number of hydrogen bond donors (donorHB)1
    Number of hydrogen bond acceptors (accptHB)9.95
    Free energy of solvation of dipole (dip^2/V)0.009556
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0180362
    Globularity descriptor (glob)0.888935
    Predicted polarizability in cubic angstroms (QPpolrz)32.626
    Predicted hexadecane/gas partition coefficient (QPlogPC16)9.339
    Predicted octanol/gas partition coefficient (QPlogPoct)17.419
    Predicted water/gas partition coefficient (QPlogPw)12.65
    Predicted octanol/water partition coefficient (QPlogPo/w)0.252
    Predicted aqueous solubility (QPlogS)-0.992
    Conformation-independent predicted aqueous solubility (CIQPlogS)-1.973
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.297
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)148.14
    Predicted brain/blood partition coefficient (QPlogBB)-0.366
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)69.475
    Predicted skin permeability, log Kp (QPlogKp)-5.395
    PM3 calculated ionization potential (IP(ev))9.105
    PM3 calculated electron affinity (EA(eV))0.499
    Number of likely metabolic reactions (#metab)4
    Prediction of binding to human serum albumin (QPlogKhsa)-0.651
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)67.27
    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)110.461
    Number of nitrogen and oxygen atoms (#NandO)8
    Number of violations of Lipinski’s rule of five (RuleOfFive)0
    Number of violations of Jorgensen’s rule of three (RuleOfThree)0

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names

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