Globulixanthone E



Compound IDCDAMM00647
Common nameGlobulixanthone E
IUPAC name2,2-dimethyl-7-(3-methylbut-2-enyl)-10-(1,2,8-trihydroxy-3-methoxy-9-oxoxanthen-4-yl)pyrano[2,3-b]xanthen-11-one
Molecular formulaC37H30O9

Experimental data

Retention time7.59
Adduct[M+H]+
Actual mz619.201
Theoretical mz619.196
Error7.95
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.8272

Identifiers and class information

Inchi keySXUKJQYYMVBYFN-UHFFFAOYSA-N
SmilesO=C1C2=CC=3OC(C=CC3C=C2OC4=C1C(=CC=C4CC=C(C)C)C=5C(OC)=C(O)C(O)=C6C(=O)C=7C(O)=CC=CC7OC65)(C)C
SuperclassOrganoheterocyclic compounds
ClassBenzopyrans

Plant source

  • Piper longum 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)7
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)618.639
    Computed dipole moment(dipole)9.476
    Total solvent accessible surface area (SASA)947.146
    Hydrophobic component of SASA (FOSA)415.12
    Hydrophilic component of SASA (FISA)187.685
    Pie component of the SASA (PISA)344.34
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1787.02
    Number of hydrogen bond donors (donorHB)1
    Number of hydrogen bond acceptors (accptHB)6.75
    Free energy of solvation of dipole (dip^2/V)0.0502456
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0071267
    Globularity descriptor (glob)0.751914
    Predicted polarizability in cubic angstroms (QPpolrz)64.156
    Predicted hexadecane/gas partition coefficient (QPlogPC16)19.121
    Predicted octanol/gas partition coefficient (QPlogPoct)27.647
    Predicted water/gas partition coefficient (QPlogPw)12.187
    Predicted octanol/water partition coefficient (QPlogPo/w)6.787
    Predicted aqueous solubility (QPlogS)-9.802
    Conformation-independent predicted aqueous solubility (CIQPlogS)-10.995
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-7.188
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)164.467
    Predicted brain/blood partition coefficient (QPlogBB)-2.072
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)70.311
    Predicted skin permeability, log Kp (QPlogKp)-3.093
    PM3 calculated ionization potential (IP(ev))8.76
    PM3 calculated electron affinity (EA(eV))0.916
    Number of likely metabolic reactions (#metab)7
    Prediction of binding to human serum albumin (QPlogKhsa)1.827
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)80.431
    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)138.824
    Number of nitrogen and oxygen atoms (#NandO)9
    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
    P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
    P11926ODC1Ornithine decarboxylaseT60366SEA
    P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
    P10276RARARetinoic acid receptor alphaT94085SEA
    O60911CTSVCathepsin (V and K)T93653SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
    T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
    T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
    T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
    T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
    T94085DI0025Alzheimer disease[ICD-11: 8A20]P10276RARA
    T94085DI0251Mature T-cell lymphoma[ICD-11: 2A90]P10276RARA
    T93653DI0055Bone cancer[ICD-11: 2B5Z]O60911CTSV
    T93653DI0087Chronic pain[ICD-11: MG30]O60911CTSV

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