Malibatol B



Compound IDCDAMM00625
Common nameMalibatol B
IUPAC name16-(3,4-dihydroxyphenyl)-8-(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-1(16),2(7),3,5,10(17),11,13-heptaene-3,4,6,9,12-pentol
Molecular formulaC28H20O9

Experimental data

Retention time5.32
Adduct[M+Na]+
Actual mz523.105
Theoretical mz523.1
Error9.52
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.7105

Identifiers and class information

Inchi keyOTJUFGKCGUDJEI-GREGDHHGNA-N
SmilesOC1=CC=C(C=C1)C2C3=C(O)C=C(O)C(O)=C3C4=C(OC5=CC(O)=CC(=C54)C2O)C=6C=CC(O)=C(O)C6
SuperclassPhenylpropanoids and polyketides
Class2-arylbenzofuran flavonoids

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)8
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)500.461
    Computed dipole moment(dipole)4.797
    Total solvent accessible surface area (SASA)690.589
    Hydrophobic component of SASA (FOSA)21.258
    Hydrophilic component of SASA (FISA)355.483
    Pie component of the SASA (PISA)313.849
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1307.96
    Number of hydrogen bond donors (donorHB)8
    Number of hydrogen bond acceptors (accptHB)7.45
    Free energy of solvation of dipole (dip^2/V)0.0175963
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0305128
    Globularity descriptor (glob)0.837545
    Predicted polarizability in cubic angstroms (QPpolrz)44.051
    Predicted hexadecane/gas partition coefficient (QPlogPC16)16.88
    Predicted octanol/gas partition coefficient (QPlogPoct)31.706
    Predicted water/gas partition coefficient (QPlogPw)23.224
    Predicted octanol/water partition coefficient (QPlogPo/w)1.062
    Predicted aqueous solubility (QPlogS)-3.938
    Conformation-independent predicted aqueous solubility (CIQPlogS)-7.119
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.657
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)4.216
    Predicted brain/blood partition coefficient (QPlogBB)-3.297
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1.34
    Predicted skin permeability, log Kp (QPlogKp)-6.197
    PM3 calculated ionization potential (IP(ev))8.158
    PM3 calculated electron affinity (EA(eV))0.663
    Number of likely metabolic reactions (#metab)11
    Prediction of binding to human serum albumin (QPlogKhsa)-0.073
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)18.428
    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)175.387
    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
    P43166CA7Carbonic anhydrase VIIT37541SEA
    P22748CA4Carbonic anhydrase IVT53378SEA
    P15121AKR1B1Aldose reductaseT26623SwissTargetPrediction and SEA
    Q9HC97GPR35G-protein coupled receptor 35T56143SEA
    P33527ABCC1Multidrug resistance-associated protein 1T11288SEA
    P20151KLK2Kallikrein 2T01908SEA
    P15692VEGFAVascular endothelial growth factor AT20761SEA
    P60568IL2Interleukin-2T61698SEA
    P49763PGFPlacenta growth factorT70792SEA
    Q9NPH5NOX4NADPH oxidase 4T29741SEA
    Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
    P47989XDHXanthine dehydrogenaseT40954SEA
    Q16678CYP1B1Cytochrome P450 1B1T92521SEA
    Q04760GLO1Glyoxalase IT88285SEA
    Q9HC98NEK6Serine/threonine-protein kinase NEK6T78992SEA
    Q13332PTPRSReceptor-type tyrosine-protein phosphatase ST10147SEA
    Q99417MYCBPMYCBP messenger RNAT37298SEA
    Q15717ELAVL1ELAV-like protein 1T78349SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
    T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
    T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
    T26623DI0298Neuropathy[ICD-11: 8C0Z]P15121AKR1B1
    T26623DI0366Rheumatoid arthritis[ICD-11: FA20]P15121AKR1B1
    T11288DI0167Gout[ICD-11: FA25]P33527ABCC1
    T01908DI0213Innate/adaptive immunodeficiency[ICD-11: 4A00]P20151KLK2
    T20761DI0095Colorectal cancer[ICD-11: 2B91]P15692VEGFA
    T20761DI0365Retinopathy[ICD-11: 9B71]P15692VEGFA
    T20761DI0430Vascular system developmental anomaly[ICD-11: LA90]P15692VEGFA
    T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
    T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
    T70792DI0095Colorectal cancer[ICD-11: 2B91]P49763PGF
    T29741DI0146Fibrosis[ICD-11: GA14-GC01]Q9NPH5NOX4
    T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
    T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
    T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
    T10147DI0057Bone paget disease[ICD-11: FB85]Q13332PTPRS
    T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP

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