Euphornin B



Compound IDCDAMM02978
Common nameEuphornin B
IUPAC name(4,11-diacetyloxy-3a,9-dihydroxy-2,5,8,8,12-pentamethyl-2,3,4,5,9,10,11,13a-octahydro-1H-cyclopenta[12]annulen-1-yl) benzoate
Molecular formulaC31H42O8

Experimental data

Retention time0.49
Adduct[M+H]+
Actual mz543.293
Theoretical mz543.295
Error4.56
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.1148

Identifiers and class information

Inchi keySTETZDTWJFKIHV-ISSFDRLWNA-N
SmilesO=C(OC1C2C=C(C)C(OC(=O)C)CC(O)C(C=CC(C)C(OC(=O)C)C2(O)CC1C)(C)C)C=3C=CC=CC3
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

Plant source

  • Clitoria ternatea 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)6
    Number of reactive functional groups (#rtvFG)3
    Predicted central nervous system activity (CNS)-1
    Molecular weight (mol_MW)542.668
    Computed dipole moment(dipole)6.754
    Total solvent accessible surface area (SASA)734.716
    Hydrophobic component of SASA (FOSA)483.297
    Hydrophilic component of SASA (FISA)105.08
    Pie component of the SASA (PISA)146.339
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1579.85
    Number of hydrogen bond donors (donorHB)2
    Number of hydrogen bond acceptors (accptHB)8.45
    Free energy of solvation of dipole (dip^2/V)0.028872
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0162649
    Globularity descriptor (glob)0.892874
    Predicted polarizability in cubic angstroms (QPpolrz)54.617
    Predicted hexadecane/gas partition coefficient (QPlogPC16)14.803
    Predicted octanol/gas partition coefficient (QPlogPoct)26.295
    Predicted water/gas partition coefficient (QPlogPw)13.126
    Predicted octanol/water partition coefficient (QPlogPo/w)5.053
    Predicted aqueous solubility (QPlogS)-5.561
    Conformation-independent predicted aqueous solubility (CIQPlogS)-6.753
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.963
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)998.68
    Predicted brain/blood partition coefficient (QPlogBB)-0.677
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)494.003
    Predicted skin permeability, log Kp (QPlogKp)-2.365
    PM3 calculated ionization potential (IP(ev))9.622
    PM3 calculated electron affinity (EA(eV))0.359
    Number of likely metabolic reactions (#metab)6
    Prediction of binding to human serum albumin (QPlogKhsa)1.025
    Predicted qualitative human oral absorption (HumanOralAbsorption)3
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)84.298
    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)121.886
    Number of nitrogen and oxygen atoms (#NandO)8
    Number of violations of Lipinski’s rule of five (RuleOfFive)2
    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
    P17612PRKACAcAMP-dependent protein kinase alpha-catalytic subunitT12808SwissTargetPrediction
    P08183ABCB1P-glycoprotein 1T25258SEA
    Q05655PRKCDProtein kinase C deltaT44861SwissTargetPrediction

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T12808DI0279Muscular atrophy[ICD-11: 8B61]P17612PRKACA
    T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
    T44861DI0287Myocardial infarction[ICD-11: BA41-BA43]Q05655PRKCD

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