Cardanoldiene



Compound IDCDAMM01866
Common nameCardanoldiene
IUPAC name3-pentadeca-8,11-dienylphenol
Molecular formulaC21H32O

Experimental data

Retention time10.67
Adduct[M+H]+
Actual mz301.252
Theoretical mz301.252
Error1.25
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.8248

Identifiers and class information

Inchi keyFAYVLNWNMNHXGA-AOSYACOCSA-N
SmilesOC1=CC=CC(=C1)CCCCCCCC=CCC=CCCC
SuperclassBenzenoids
ClassPhenols

Plant source

  • Curcuma longa L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)4
    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)0
    Predicted central nervous system activity (CNS)-1
    Molecular weight (mol_MW)300.483
    Computed dipole moment(dipole)1.858
    Total solvent accessible surface area (SASA)758.075
    Hydrophobic component of SASA (FOSA)519.968
    Hydrophilic component of SASA (FISA)54.704
    Pie component of the SASA (PISA)183.403
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1280
    Number of hydrogen bond donors (donorHB)1
    Number of hydrogen bond acceptors (accptHB)0.75
    Free energy of solvation of dipole (dip^2/V)0.0026965
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0009893
    Globularity descriptor (glob)0.752071
    Predicted polarizability in cubic angstroms (QPpolrz)38.476
    Predicted hexadecane/gas partition coefficient (QPlogPC16)12.249
    Predicted octanol/gas partition coefficient (QPlogPoct)13.487
    Predicted water/gas partition coefficient (QPlogPw)2.499
    Predicted octanol/water partition coefficient (QPlogPo/w)6.861
    Predicted aqueous solubility (QPlogS)-7.771
    Conformation-independent predicted aqueous solubility (CIQPlogS)-5.321
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.418
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)3000.13
    Predicted brain/blood partition coefficient (QPlogBB)-0.865
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1622.11
    Predicted skin permeability, log Kp (QPlogKp)-0.633
    PM3 calculated ionization potential (IP(ev))9.134
    PM3 calculated electron affinity (EA(eV))-0.252
    Number of likely metabolic reactions (#metab)5
    Prediction of binding to human serum albumin (QPlogKhsa)1.439
    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)22.572
    Number of nitrogen and oxygen atoms (#NandO)1
    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
    P21554CNR1Cannabinoid receptor 1 (by homology)T76685SEA
    O00519FAAHAnandamide amidohydrolaseT11754SEA
    Q8NER1TRPV1Vanilloid receptorT83193SEA
    Q99685MGLLMonoglyceride lipaseT18664SEA
    Q09472EP300Histone acetyltransferase p300T25956SEA
    P34972CNR2Cannabinoid receptor 2T37693SEA
    Q8TDS5OXER1Oxoeicosanoid receptor 1T68834SEA
    Q9NRA0SPHK2Sphingosine kinase 2T31989SEA
    P10826RARBRetinoic acid receptor betaT61657SEA
    Q9UBY5LPAR3Lysophosphatidic acid receptor Edg-7T95923SEA
    Q92633LPAR1Lysophosphatidic acid receptor Edg-2T92640SEA
    Q9UP65PLA2G4CCytosolic phospholipase A2 gammaT91113SEA
    P35270SPRSubstance-P receptorT47094SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T76685DI0031Anorexia nervosa[ICD-11: 6B80]P21554CNR1
    T76685DI0214Insomnia[ICD-11: 7A00-7A0Z]P21554CNR1
    T76685DI0308Obesity[ICD-11: 5B80-5B81]P21554CNR1
    T11754DI0101Corneal disease[ICD-11: 9A76-9A78]O00519FAAH
    T83193DI0163General pain disorder[ICD-11: 8E43]Q8NER1TRPV1
    T18664DI0163General pain disorder[ICD-11: 8E43]Q99685MGLL
    T18664DI0409Tic disorder[ICD-11: 8A05]Q99685MGLL
    T25956DI0346Prostate cancer[ICD-11: 2C82]Q09472EP300
    T25956DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q09472EP300
    T37693DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P34972CNR2
    T37693DI0214Insomnia[ICD-11: 7A00-7A0Z]P34972CNR2
    T31989DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9NRA0SPHK2
    T61657DI0225Kaposi sarcoma[ICD-11: 2B57]P10826RARB
    T95923DI0146Fibrosis[ICD-11: GA14-GC01]Q9UBY5LPAR3
    T95923DI0399Systemic sclerosis[ICD-11: 4A42]Q9UBY5LPAR3
    T92640DI0146Fibrosis[ICD-11: GA14-GC01]Q92633LPAR1
    T92640DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]Q92633LPAR1
    T92640DI0351Psoriasis[ICD-11: EA90]Q92633LPAR1
    T92640DI0399Systemic sclerosis[ICD-11: 4A42]Q92633LPAR1
    T47094DI0117Depression[ICD-11: 6A70-6A7Z]P35270SPR
    T47094DI0293Nausea/vomiting[ICD-11: MD90]P35270SPR

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