Hericenone E



Compound IDCDAMM00646
Common nameHericenone E
IUPAC name[4-(3,7-dimethyl-5-oxoocta-2,6-dienyl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate
Molecular formulaC37H54O6

Experimental data

Retention time13.38
Adduct[M+H]+
Actual mz595.397
Theoretical mz595.399
Error3.99
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.7099

Identifiers and class information

Inchi keySUAXEWQRYKSWIW-JWUQTBJASA-N
SmilesO=CC1=C(O)C(=C(OC)C=C1COC(=O)CCCCCCCC=CCC=CCCCCC)CC=C(C)CC(=O)C=C(C)C
SuperclassLipids and lipid-like molecules
ClassFatty Acyls

Plant source

  • Piper longum L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)10
    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)24
    Number of reactive functional groups (#rtvFG)2
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)594.83
    Computed dipole moment(dipole)5.423
    Total solvent accessible surface area (SASA)1175.31
    Hydrophobic component of SASA (FOSA)1000.24
    Hydrophilic component of SASA (FISA)113.59
    Pie component of the SASA (PISA)61.483
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)2182.41
    Number of hydrogen bond donors (donorHB)0
    Number of hydrogen bond acceptors (accptHB)6.5
    Free energy of solvation of dipole (dip^2/V)0.0134745
    Index of cohesive interaction in solids (ACxDN^.5/SA)0
    Globularity descriptor (glob)0.692315
    Predicted polarizability in cubic angstroms (QPpolrz)66.363
    Predicted hexadecane/gas partition coefficient (QPlogPC16)20.977
    Predicted octanol/gas partition coefficient (QPlogPoct)24.651
    Predicted water/gas partition coefficient (QPlogPw)4.847
    Predicted octanol/water partition coefficient (QPlogPo/w)9.653
    Predicted aqueous solubility (QPlogS)-11.179
    Conformation-independent predicted aqueous solubility (CIQPlogS)-9.05
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.804
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)829.325
    Predicted brain/blood partition coefficient (QPlogBB)-2.463
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)404.111
    Predicted skin permeability, log Kp (QPlogKp)-1.092
    PM3 calculated ionization potential (IP(ev))9.53
    PM3 calculated electron affinity (EA(eV))0.71
    Number of likely metabolic reactions (#metab)12
    Prediction of binding to human serum albumin (QPlogKhsa)2.196
    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)113.828
    Number of nitrogen and oxygen atoms (#NandO)6
    Number of violations of Lipinski’s rule of five (RuleOfFive)2
    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
    P21554CNR1Cannabinoid receptor 1 (by homology)T76685SEA
    Q8NER1TRPV1Vanilloid receptorT83193SEA
    P11388TOP2ADNA topoisomerase II alphaT17048SEA
    Q8TDS5OXER1Oxoeicosanoid receptor 1T68834SEA
    Q9HBW0LPAR2Lysophosphatidic acid receptor Edg-4T39380SEA
    P43657LPAR6Lysophosphatidic acid receptor 6T13484SEA
    Q9UPC5GPR34Probable G-protein coupled receptor 34T73859SEA
    O00398P2RY10Putative P2Y purinoceptor 10T00488SEA
    Q9BXC1GPR174Probable G-protein coupled receptor 174T87661SEA
    Q9UBY5LPAR3Lysophosphatidic acid receptor Edg-7T95923SEA
    Q92633LPAR1Lysophosphatidic acid receptor Edg-2T92640SEA
    Q99677LPAR4Lysophosphatidic acid receptor 4T58130SEA
    Q9UP65PLA2G4CCytosolic phospholipase A2 gammaT91113SEA

    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
    T83193DI0163General pain disorder[ICD-11: 8E43]Q8NER1TRPV1
    T17048DI0012Acute myeloid leukaemia[ICD-11: 2A60]P11388TOP2A
    T17048DI0225Kaposi sarcoma[ICD-11: 2B57]P11388TOP2A
    T17048DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P11388TOP2A
    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

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