(E,E,E)-N-(2-Methylproyl)hexadeca-2,6,8-trien-10-ynamide



Compound IDCDAMM00486
Common name(E,E,E)-N-(2-Methylproyl)hexadeca-2,6,8-trien-10-ynamide
IUPAC nameN-(2-methylpropyl)hexadeca-2,6,8-trien-10-ynamide
Molecular formulaC20H31NO

Experimental data

Retention time8.48
Adduct[M+H]+
Actual mz302.248
Theoretical mz302.248
Error1.91
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.259

Identifiers and class information

Inchi keyOIPHBJBKSAKTTI-IVZWYUIFSA-N
SmilesO=C(C=CCCC=CC=CC#CCCCCC)NCC(C)C
SuperclassLipids and lipid-like molecules
ClassFatty Acyls

Plant source

  • Piper longum 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)13
    Number of reactive functional groups (#rtvFG)1
    Predicted central nervous system activity (CNS)-1
    Molecular weight (mol_MW)301.471
    Computed dipole moment(dipole)4.984
    Total solvent accessible surface area (SASA)777.171
    Hydrophobic component of SASA (FOSA)633.299
    Hydrophilic component of SASA (FISA)49.532
    Pie component of the SASA (PISA)94.341
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1302.3
    Number of hydrogen bond donors (donorHB)1
    Number of hydrogen bond acceptors (accptHB)2.5
    Free energy of solvation of dipole (dip^2/V)0.0190763
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0032168
    Globularity descriptor (glob)0.742087
    Predicted polarizability in cubic angstroms (QPpolrz)38.518
    Predicted hexadecane/gas partition coefficient (QPlogPC16)11.869
    Predicted octanol/gas partition coefficient (QPlogPoct)14.454
    Predicted water/gas partition coefficient (QPlogPw)3.628
    Predicted octanol/water partition coefficient (QPlogPo/w)6.184
    Predicted aqueous solubility (QPlogS)-7.439
    Conformation-independent predicted aqueous solubility (CIQPlogS)-4.313
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.155
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)3358.84
    Predicted brain/blood partition coefficient (QPlogBB)-0.82
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1832.73
    Predicted skin permeability, log Kp (QPlogKp)-0.852
    PM3 calculated ionization potential (IP(ev))9.07
    PM3 calculated electron affinity (EA(eV))0.205
    Number of likely metabolic reactions (#metab)3
    Prediction of binding to human serum albumin (QPlogKhsa)1.133
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    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)37.333
    Number of nitrogen and oxygen atoms (#NandO)2
    Number of violations of Lipinski’s rule of five (RuleOfFive)1
    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
    P06239LCKTyrosine-protein kinase LCKT12499SwissTargetPrediction
    P14416DRD2Dopamine D2 receptorT67162SwissTargetPrediction
    P21554CNR1Cannabinoid receptor 1 (by homology)T76685SwissTargetPrediction
    P34913EPHX2Epoxide hydrataseT35734SwissTargetPrediction
    P28223HTR2ASerotonin 2a (5-HT2a) receptorT32060SwissTargetPrediction
    P28335HTR2CSerotonin 2c (5-HT2c) receptorT83813SwissTargetPrediction
    P08913ADRA2AAlpha-2a adrenergic receptorT11448SwissTargetPrediction
    P08908HTR1ASerotonin 1a (5-HT1a) receptorT78709SwissTargetPrediction
    P34969HTR7Serotonin 7 (5-HT7) receptorT79062SwissTargetPrediction
    P50406HTR6Serotonin 6 (5-HT6) receptorT16691SwissTargetPrediction
    Q99705MCHR1Melanin-concentrating hormone receptor 1T09572SwissTargetPrediction
    O60885BRD4Bromodomain-containing protein 4T00407SwissTargetPrediction
    Q15465SHHSonic hedgehog protein (by homology)T12075SwissTargetPrediction
    P35462DRD3Dopamine D3 receptorT02551SwissTargetPrediction
    O75874IDH1Isocitrate dehydrogenase [NADP] cytoplasmicT69563SwissTargetPrediction
    P04035HMGCRHMG-CoA reductaseT53585SEA
    Q9Y251HPSEHeparanaseT47623SwissTargetPrediction
    P34972CNR2Cannabinoid receptor 2T37693SwissTargetPrediction
    O00763ACACBAcetyl-CoA carboxylase 2T08922SwissTargetPrediction
    P13569CFTRCystic fibrosis transmembrane conductance regulatorT55654SwissTargetPrediction
    O95180CACNA1HVoltage-gated T-type calcium channel alpha-1H subunitT54644SwissTargetPrediction

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T12499DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P06239LCK
    T67162DI0022Allergic/hypersensitivity disorder[ICD-11: 4A80-4A8Z]P14416DRD2
    T67162DI0025Alzheimer disease[ICD-11: 8A20]P14416DRD2
    T67162DI0037Asthma[ICD-11: CA23]P14416DRD2
    T67162DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P14416DRD2
    T67162DI0051Bipolar disorder[ICD-11: 6A60]P14416DRD2
    T67162DI0063Breathing abnormality[ICD-11: MD11]P14416DRD2
    T67162DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P14416DRD2
    T67162DI0073Cerebral ischaemia[ICD-11: 8B1Z]P14416DRD2
    T67162DI0117Depression[ICD-11: 6A70-6A7Z]P14416DRD2
    T67162DI0124Digestive system disease[ICD-11: DE2Z]P14416DRD2
    T67162DI0137Essential hypertension[ICD-11: BA00]P14416DRD2
    T67162DI0142Faecal incontinence[ICD-11: ME07]P14416DRD2
    T67162DI0156Gangrene[ICD-11: MC85]P14416DRD2
    T67162DI0166Glaucoma[ICD-11: 9C61]P14416DRD2
    T67162DI0175Heart failure[ICD-11: BD10-BD1Z]P14416DRD2
    T67162DI0185Hyperaemia[ICD-11: 9A61-9B7Y]P14416DRD2
    T67162DI0190Hypertension[ICD-11: BA00-BA04]P14416DRD2
    T67162DI0196Hypotension[ICD-11: BA20-BA21]P14416DRD2
    T67162DI0205Inborn porphyrin/heme metabolism error[ICD-11: 5C58]P14416DRD2
    T67162DI0214Insomnia[ICD-11: 7A00-7A0Z]P14416DRD2
    T67162DI0222Itching[ICD-11: 1F28-1G07]P14416DRD2
    T67162DI0264Migraine[ICD-11: 8A80]P14416DRD2
    T67162DI0293Nausea/vomiting[ICD-11: MD90]P14416DRD2
    T67162DI0324Pain[ICD-11: MG30-MG3Z]P14416DRD2
    T67162DI0331Parkinsonism[ICD-11: 8A00]P14416DRD2
    T67162DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P14416DRD2
    T67162DI0340Postpartum haemorrhage[ICD-11: JA43]P14416DRD2
    T67162DI0354Psychotic disorder[ICD-11: 6A20-6A25]P14416DRD2
    T67162DI0356Pulmonary hypertension[ICD-11: BB01]P14416DRD2
    T67162DI0370Schizophrenia[ICD-11: 6A20]P14416DRD2
    T67162DI0396Substance abuse[ICD-11: 6C40]P14416DRD2
    T67162DI0408Thyrotoxicosis[ICD-11: 5A02]P14416DRD2
    T67162DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P14416DRD2
    T76685DI0031Anorexia nervosa[ICD-11: 6B80]P21554CNR1
    T76685DI0214Insomnia[ICD-11: 7A00-7A0Z]P21554CNR1
    T76685DI0308Obesity[ICD-11: 5B80-5B81]P21554CNR1
    T35734DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P34913EPHX2
    T35734DI0190Hypertension[ICD-11: BA00-BA04]P34913EPHX2
    T32060DI0009Acute diabete complication[ICD-11: 5A2Y]P28223HTR2A
    T32060DI0033Anxiety disorder[ICD-11: 6B00-6B0Z]P28223HTR2A
    T32060DI0073Cerebral ischaemia[ICD-11: 8B1Z]P28223HTR2A
    T32060DI0270Mood disorder[ICD-11: 6A60-6E23]P28223HTR2A
    T32060DI0331Parkinsonism[ICD-11: 8A00]P28223HTR2A
    T32060DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P28223HTR2A
    T32060DI0370Schizophrenia[ICD-11: 6A20]P28223HTR2A
    T83813DI0117Depression[ICD-11: 6A70-6A7Z]P28335HTR2C
    T83813DI0264Migraine[ICD-11: 8A80]P28335HTR2C
    T83813DI0308Obesity[ICD-11: 5B80-5B81]P28335HTR2C
    T83813DI0324Pain[ICD-11: MG30-MG3Z]P28335HTR2C
    T83813DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P28335HTR2C
    T11448DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P08913ADRA2A
    T11448DI0317Opioid use disorder[ICD-11: 6C43]P08913ADRA2A
    T11448DI0396Substance abuse[ICD-11: 6C40]P08913ADRA2A
    T78709DI0033Anxiety disorder[ICD-11: 6B00-6B0Z]P08908HTR1A
    T78709DI0117Depression[ICD-11: 6A70-6A7Z]P08908HTR1A
    T78709DI0190Hypertension[ICD-11: BA00-BA04]P08908HTR1A
    T78709DI0264Migraine[ICD-11: 8A80]P08908HTR1A
    T78709DI0270Mood disorder[ICD-11: 6A60-6E23]P08908HTR1A
    T79062DI0025Alzheimer disease[ICD-11: 8A20]P34969HTR7
    T79062DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P34969HTR7
    T79062DI0051Bipolar disorder[ICD-11: 6A60]P34969HTR7
    T79062DI0117Depression[ICD-11: 6A70-6A7Z]P34969HTR7
    T79062DI0265Mild neurocognitive disorder[ICD-11: 6D71]P34969HTR7
    T79062DI0331Parkinsonism[ICD-11: 8A00]P34969HTR7
    T79062DI0370Schizophrenia[ICD-11: 6A20]P34969HTR7
    T16691DI0025Alzheimer disease[ICD-11: 8A20]P50406HTR6
    T16691DI0370Schizophrenia[ICD-11: 6A20]P50406HTR6
    T09572DI0308Obesity[ICD-11: 5B80-5B81]Q99705MCHR1
    T02551DI0051Bipolar disorder[ICD-11: 6A60]P35462DRD3
    T02551DI0331Parkinsonism[ICD-11: 8A00]P35462DRD3
    T69563DI0012Acute myeloid leukaemia[ICD-11: 2A60]O75874IDH1
    T53585DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P04035HMGCR
    T53585DI0102Coronary atherosclerosis[ICD-11: BA52]P04035HMGCR
    T53585DI0128Dyslipidemia[ICD-11: 5C80-5C81]P04035HMGCR
    T53585DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P04035HMGCR
    T53585DI0275Multiple sclerosis[ICD-11: 8A40]P04035HMGCR
    T53585DI0287Myocardial infarction[ICD-11: BA41-BA43]P04035HMGCR
    T53585DI0324Pain[ICD-11: MG30-MG3Z]P04035HMGCR
    T47623DI0020African trypanosomiasis[ICD-11: 1F51]Q9Y251HPSE
    T47623DI0310Ocular disease[ICD-11: N.A.]Q9Y251HPSE
    T37693DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P34972CNR2
    T37693DI0214Insomnia[ICD-11: 7A00-7A0Z]P34972CNR2
    T08922DI0417Type 2 diabetes mellitus[ICD-11: 5A11]O00763ACACB
    T55654DI0110Cystic fibrosis[ICD-11: CA25]P13569CFTR
    T55654DI0217Intrathoracic organs injury[ICD-11: NB32]P13569CFTR
    T55654DI0435Viral intestinal infection[ICD-11: 1A2Z]P13569CFTR
    T54644DI0004Acidosis[ICD-11: 5C73]O95180CACNA1H
    T54644DI0264Migraine[ICD-11: 8A80]O95180CACNA1H

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