Azitine;Atisine azomethine



Compound IDCDAMM00483
Common nameAzitine;Atisine azomethine
IUPAC name11-methyl-5-methylidene-13-azapentacyclo[9.3.3.24,7.01,10.02,7]nonadec-13-en-6-ol
Molecular formulaC20H29NO

Experimental data

Retention time15.42
Adduct[M+H]+
Actual mz300.232
Theoretical mz300.232
Error0.41
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.9606

Identifiers and class information

Inchi keyUUTPNBAAXAQHKM-OJZRNJRZNA-N
SmilesOC1C(=C)C2CCC31CCC4C5(C)CN=CC4(CCC5)C3C2
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

Plant source

  • Piper longum 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)1
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)1
    Molecular weight (mol_MW)299.455
    Computed dipole moment(dipole)2.187
    Total solvent accessible surface area (SASA)523.793
    Hydrophobic component of SASA (FOSA)419.276
    Hydrophilic component of SASA (FISA)59.865
    Pie component of the SASA (PISA)44.653
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)980.763
    Number of hydrogen bond donors (donorHB)1
    Number of hydrogen bond acceptors (accptHB)3.2
    Free energy of solvation of dipole (dip^2/V)0.0048781
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0061093
    Globularity descriptor (glob)0.911412
    Predicted polarizability in cubic angstroms (QPpolrz)32.88
    Predicted hexadecane/gas partition coefficient (QPlogPC16)8.554
    Predicted octanol/gas partition coefficient (QPlogPoct)13.6
    Predicted water/gas partition coefficient (QPlogPw)6.087
    Predicted octanol/water partition coefficient (QPlogPo/w)3.733
    Predicted aqueous solubility (QPlogS)-4.577
    Conformation-independent predicted aqueous solubility (CIQPlogS)-4.106
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.178
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)2680.42
    Predicted brain/blood partition coefficient (QPlogBB)0.023
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1436.11
    Predicted skin permeability, log Kp (QPlogKp)-2.369
    PM3 calculated ionization potential (IP(ev))9.611
    PM3 calculated electron affinity (EA(eV))-0.826
    Number of likely metabolic reactions (#metab)3
    Prediction of binding to human serum albumin (QPlogKhsa)0.647
    Predicted qualitative human oral absorption (HumanOralAbsorption)3
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)100
    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)43.87
    Number of nitrogen and oxygen atoms (#NandO)2
    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
    P29475NOS1Nitric-oxide synthase, brainT16117SwissTargetPrediction
    P35228NOS2Nitric oxide synthase, inducibleT02703SwissTargetPrediction
    O75899GABBR2GABA-B receptorT42446SwissTargetPrediction
    P11511CYP19A1Cytochrome P450 19A1T13260SwissTargetPrediction
    P56817BACE1Beta-secretase 1T79031SwissTargetPrediction
    P05093CYP17A1Cytochrome P450 17A1T89041SwissTargetPrediction

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T16117DI0173Headache[ICD-11: 8A80-8A84]P29475NOS1
    T16117DI0264Migraine[ICD-11: 8A80]P29475NOS1
    T02703DI0083Chronic kidney disease[ICD-11: GB61]P35228NOS2
    T02703DI0320Osteoarthritis[ICD-11: FA00-FA05]P35228NOS2
    T02703DI0375Sepsis[ICD-11: 1G40-1G41]P35228NOS2
    T02703DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P35228NOS2
    T42446DI0117Depression[ICD-11: 6A70-6A7Z]O75899GABBR2
    T42446DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]O75899GABBR2
    T42446DI0275Multiple sclerosis[ICD-11: 8A40]O75899GABBR2
    T42446DI0290Narcolepsy[ICD-11: 7A20]O75899GABBR2
    T13260DI0062Breast cancer[ICD-11: 2C60-2C6Y]P11511CYP19A1
    T13260DI0108Cushing syndrome[ICD-11: 5A70]P11511CYP19A1
    T79031DI0025Alzheimer disease[ICD-11: 8A20]P56817BACE1
    T89041DI0346Prostate cancer[ICD-11: 2C82]P05093CYP17A1

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