Ellagic acid glucoside



Compound IDCDAMM00606
Common nameEllagic acid glucoside
IUPAC name6,7,14-trihydroxy-13-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione
Molecular formulaC20H16O13

Experimental data

Retention time5.3
Adduct[M+H]+
Actual mz465.068
Theoretical mz465.066
Error3.06
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.922

Identifiers and class information

Inchi keyDOPSJTNYZLQUNU-XQKIPRNGSA-N
SmilesO=C1OC=2C(O)=C(OC3OC(CO)C(O)C(O)C3O)C=C4C(=O)OC5=C(O)C(O)=CC1=C5C24
SuperclassPhenylpropanoids and polyketides
ClassTannins

Plant source

  • Piper longum L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)5
    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)10
    Number of reactive functional groups (#rtvFG)3
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)464.339
    Computed dipole moment(dipole)5.529
    Total solvent accessible surface area (SASA)621.684
    Hydrophobic component of SASA (FOSA)118.437
    Hydrophilic component of SASA (FISA)412.204
    Pie component of the SASA (PISA)91.042
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1165.03
    Number of hydrogen bond donors (donorHB)7
    Number of hydrogen bond acceptors (accptHB)16.5
    Free energy of solvation of dipole (dip^2/V)0.0262393
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0702204
    Globularity descriptor (glob)0.861297
    Predicted polarizability in cubic angstroms (QPpolrz)34.919
    Predicted hexadecane/gas partition coefficient (QPlogPC16)14.209
    Predicted octanol/gas partition coefficient (QPlogPoct)31.945
    Predicted water/gas partition coefficient (QPlogPw)28.937
    Predicted octanol/water partition coefficient (QPlogPo/w)-2.87
    Predicted aqueous solubility (QPlogS)-1.939
    Conformation-independent predicted aqueous solubility (CIQPlogS)-3.14
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.211
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1.222
    Predicted brain/blood partition coefficient (QPlogBB)-3.744
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.351
    Predicted skin permeability, log Kp (QPlogKp)-7.836
    PM3 calculated ionization potential (IP(ev))9.099
    PM3 calculated electron affinity (EA(eV))1.247
    Number of likely metabolic reactions (#metab)7
    Prediction of binding to human serum albumin (QPlogKhsa)-1.086
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)0
    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)242.017
    Number of nitrogen and oxygen atoms (#NandO)13
    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
    O43570CA12Carbonic anhydrase XIIT16987SwissTargetPrediction and SEA
    Q16790CA9Carbonic anhydrase IXT64567SwissTargetPrediction and SEA
    P00915CA1Carbonic anhydrase IT13201SwissTargetPrediction
    P00918CA2Carbonic anhydrase IIT20401SwissTargetPrediction
    Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
    P43166CA7Carbonic anhydrase VIIT37541SwissTargetPrediction and SEA
    P22748CA4Carbonic anhydrase IVT53378SEA
    P15121AKR1B1Aldose reductaseT26623SwissTargetPrediction and SEA
    P11387TOP1DNA topoisomerase IT09826SEA
    P15692VEGFAVascular endothelial growth factor AT20761SEA
    P05230FGF1Acidic fibroblast growth factorT18639SEA
    P09038FGF2Basic fibroblast growth factorT31621SEA
    Q99808SLC29A1Equilibrative nucleoside transporter 1T13491SwissTargetPrediction
    P01112HRASTransforming protein p21/H-Ras-1T71081SEA
    P60568IL2Interleukin-2T61698SwissTargetPrediction and SEA
    P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SwissTargetPrediction
    Q9NUW8TDP1Tyrosyl-DNA phosphodiesterase 1T33492SEA
    P17931LGALS3Galectin-3T72038SEA
    P14679TYRTyrosinaseT97035SEA
    Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
    P63316TNNC1Troponin, cardiac muscleT12966SEA
    O60285NUAK1NUAK family SNF1-like kinase 1T21653SEA
    P09382LGALS1Galectin-1T09544SEA
    Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
    Q15391P2RY14Purinergic receptor P2Y14T16555SEA
    P05231IL6Interleukin-6T32578SEA
    O35273SMAD3Mothers against decapentaplegic homolog 3T35445SEA
    P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
    P19429TNNI3Cardiac troponin IT20186SEA
    P45379TNNT2Cardiac muscle troponin TT05887SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T16987DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O43570CA12
    T16987DI0372Seborrhoeic dermatitis[ICD-11: EA81]O43570CA12
    T64567DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16790CA9
    T13201DI0166Glaucoma[ICD-11: 9C61]P00915CA1
    T13201DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00915CA1
    T20401DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P00918CA2
    T20401DI0137Essential hypertension[ICD-11: BA00]P00918CA2
    T20401DI0166Glaucoma[ICD-11: 9C61]P00918CA2
    T20401DI0175Heart failure[ICD-11: BD10-BD1Z]P00918CA2
    T20401DI0214Insomnia[ICD-11: 7A00-7A0Z]P00918CA2
    T20401DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00918CA2
    T70680DI0167Gout[ICD-11: FA25]Q4U2R8SLC22A6
    T70680DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q4U2R8SLC22A6
    T70680DI0310Ocular disease[ICD-11: N.A.]Q4U2R8SLC22A6
    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
    T09826DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P11387TOP1
    T09826DI0095Colorectal cancer[ICD-11: 2B91]P11387TOP1
    T09826DI0238Lung cancer[ICD-11: 2C25]P11387TOP1
    T09826DI0321Ovarian cancer[ICD-11: 2C73]P11387TOP1
    T09826DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P11387TOP1
    T20761DI0095Colorectal cancer[ICD-11: 2B91]P15692VEGFA
    T20761DI0365Retinopathy[ICD-11: 9B71]P15692VEGFA
    T20761DI0430Vascular system developmental anomaly[ICD-11: LA90]P15692VEGFA
    T18639DI0081Chronic arterial occlusive disease[ICD-11: BD4Z]P05230FGF1
    T18639DI0102Coronary atherosclerosis[ICD-11: BA52]P05230FGF1
    T31621DI0005Acne vulgaris[ICD-11: ED80]P09038FGF2
    T13491DI0030Angina pectoris[ICD-11: BA40]Q99808SLC29A1
    T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
    T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
    T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
    T72038DI0190Hypertension[ICD-11: BA00-BA04]P17931LGALS3
    T72038DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]P17931LGALS3
    T72038DI0252Melanoma[ICD-11: 2C30]P17931LGALS3
    T72038DI0302Non-alcoholic fatty liver disease[ICD-11: DB92]P17931LGALS3
    T72038DI0351Psoriasis[ICD-11: EA90]P17931LGALS3
    T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
    T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
    T12966DI0006Acquired cutaneous blood vessel malformation[ICD-11: EF20]P63316TNNC1
    T12966DI0175Heart failure[ICD-11: BD10-BD1Z]P63316TNNC1
    T32578DI0028Anemia[ICD-11: 3A00-3A9Z]P05231IL6
    T35445DI0226Kidney fibrosis[ICD-11: GC01]O35273SMAD3
    T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1

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