Elaphopilosin A



Compound IDCDAMM02957
Common nameElaphopilosin A
IUPAC name2-butanoyl-4-[(3-butanoyl-2,4-dihydroxy-6-methoxyphenyl)methyl]-3,5-dihydroxy-6-methyl-6-(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one
Molecular formulaC28H36O8

Experimental data

Retention time6.26
Adduct[M+H]+
Actual mz501.248
Theoretical mz501.248
Error0.55
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.4094

Identifiers and class information

Inchi keyNUPABJIRWQUBHS-UHFFFAOYNA-N
SmilesO=C1C(C(=O)CCC)=C(O)C(C(O)=C1CC2=C(O)C(=C(O)C=C2OC)C(=O)CCC)(C)CC=C(C)C
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds

Plant source

  • Clitoria ternatea L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)1
    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)2
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)500.588
    Computed dipole moment(dipole)5.245
    Total solvent accessible surface area (SASA)839.013
    Hydrophobic component of SASA (FOSA)643.015
    Hydrophilic component of SASA (FISA)159.814
    Pie component of the SASA (PISA)36.184
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1603.78
    Number of hydrogen bond donors (donorHB)0
    Number of hydrogen bond acceptors (accptHB)10.25
    Free energy of solvation of dipole (dip^2/V)0.0171505
    Index of cohesive interaction in solids (ACxDN^.5/SA)0
    Globularity descriptor (glob)0.789757
    Predicted polarizability in cubic angstroms (QPpolrz)50.028
    Predicted hexadecane/gas partition coefficient (QPlogPC16)14.537
    Predicted octanol/gas partition coefficient (QPlogPoct)21.984
    Predicted water/gas partition coefficient (QPlogPw)10.3
    Predicted octanol/water partition coefficient (QPlogPo/w)3.703
    Predicted aqueous solubility (QPlogS)-4.633
    Conformation-independent predicted aqueous solubility (CIQPlogS)-5.474
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.107
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)302.265
    Predicted brain/blood partition coefficient (QPlogBB)-1.928
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)135.741
    Predicted skin permeability, log Kp (QPlogKp)-3.089
    PM3 calculated ionization potential (IP(ev))9.203
    PM3 calculated electron affinity (EA(eV))0.231
    Number of likely metabolic reactions (#metab)11
    Prediction of binding to human serum albumin (QPlogKhsa)-0.02
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)80.062
    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)154.217
    Number of nitrogen and oxygen atoms (#NandO)8
    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
    P11926ODC1Ornithine decarboxylaseT60366SEA
    O14684PTGESProstaglandin E synthaseT02562SwissTargetPrediction
    P09917ALOX5Arachidonate 5-lipoxygenaseT00140SwissTargetPrediction
    H3BPQ1TCF4Transcription factor 7-like 2T54646SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
    T02562DI0025Alzheimer disease[ICD-11: 8A20]O14684PTGES
    T00140DI0037Asthma[ICD-11: CA23]P09917ALOX5
    T00140DI0147Filariasis[ICD-11: 1F66]P09917ALOX5
    T00140DI0403Thrombocytopenia[ICD-11: 3B64]P09917ALOX5

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