(6E,11E)-2,3,6,10,13,16,20,21-octamethyl-17-methylene-10-vinyl-docosa-1,6,11,21-tetraene



Compound IDCDAMM01936
Common name(6E,11E)-2,3,6,10,13,16,20,21-octamethyl-17-methylene-10-vinyl-docosa-1,6,11,21-tetraene
IUPAC name(6E,11E)-10-ethenyl-2,3,6,10,13,16,20,21-octamethyl-17-methylidenedocosa-1,6,11,21-tetraene
Molecular formulaC33H56

Experimental data

Retention time3.89
Adduct[M+H]+
Actual mz453.439
Theoretical mz453.445
Error14.94
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.7864

Identifiers and class information

Inchi keyGUAPAZWRZCOQGT-JQUYWNEBSA-N
SmilesC=CC(C=CC(C)CCC(C(=C)CCC(C(=C)C)C)C)(C)CCC=C(C)CCC(C(=C)C)C
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

Plant source

  • Curcuma longa L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)12
    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)18
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)2
    Molecular weight (mol_MW)452.805
    Computed dipole moment(dipole)0.804
    Total solvent accessible surface area (SASA)909.872
    Hydrophobic component of SASA (FOSA)795.371
    Hydrophilic component of SASA (FISA)0
    Pie component of the SASA (PISA)114.501
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1788.17
    Number of hydrogen bond donors (donorHB)0
    Number of hydrogen bond acceptors (accptHB)0
    Free energy of solvation of dipole (dip^2/V)0.0003612
    Index of cohesive interaction in solids (ACxDN^.5/SA)0
    Globularity descriptor (glob)0.783053
    Predicted polarizability in cubic angstroms (QPpolrz)54.944
    Predicted hexadecane/gas partition coefficient (QPlogPC16)15.628
    Predicted octanol/gas partition coefficient (QPlogPoct)17.154
    Predicted water/gas partition coefficient (QPlogPw)-4.954
    Predicted octanol/water partition coefficient (QPlogPo/w)12.907
    Predicted aqueous solubility (QPlogS)-16.428
    Conformation-independent predicted aqueous solubility (CIQPlogS)-16.428
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.588
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)9906.04
    Predicted brain/blood partition coefficient (QPlogBB)1.785
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)5899.29
    Predicted skin permeability, log Kp (QPlogKp)0.612
    PM3 calculated ionization potential (IP(ev))9.581
    PM3 calculated electron affinity (EA(eV))-0.843
    Number of likely metabolic reactions (#metab)10
    Prediction of binding to human serum albumin (QPlogKhsa)3.045
    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)0
    Number of nitrogen and oxygen atoms (#NandO)0
    Number of violations of Lipinski’s rule of five (RuleOfFive)1
    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
    P17706PTPN2T-cell protein-tyrosine phosphataseT49156SwissTargetPrediction
    Q07869PPARAPeroxisome proliferator-activated receptor alphaT86591SwissTargetPrediction
    P34972CNR2Cannabinoid receptor 2T37693SwissTargetPrediction
    Q9NRA0SPHK2Sphingosine kinase 2T31989SwissTargetPrediction

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T49156DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P17706PTPN2
    T86591DI0187Hyperlipidemia[ICD-11: 5C80]Q07869PPARA
    T86591DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]Q07869PPARA
    T86591DI0417Type 2 diabetes mellitus[ICD-11: 5A11]Q07869PPARA
    T37693DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P34972CNR2
    T37693DI0214Insomnia[ICD-11: 7A00-7A0Z]P34972CNR2
    T31989DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9NRA0SPHK2

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