Pectolinarigenin 7-O-rutinoside



Compound IDCDAMM00554
Common namePectolinarigenin 7-O-rutinoside
IUPAC name5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
Molecular formulaC29H34O15

Experimental data

Retention time13.06
Adduct[M+H]+
Actual mz623.206
Theoretical mz623.197
Error14.48
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.9222

Identifiers and class information

Inchi keyDUXQKCCELUKXOE-BATVZXCDNA-N
SmilesO=C1C=C(OC=2C=C(OC3OC(COC4OC(C)C(O)C(O)C4O)C(O)C(O)C3O)C(OC)=C(O)C12)C=5C=CC(OC)=CC5
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Plant source

  • Piper longum L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)3
    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)14
    Number of reactive functional groups (#rtvFG)2
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)622.579
    Computed dipole moment(dipole)8.233
    Total solvent accessible surface area (SASA)804.473
    Hydrophobic component of SASA (FOSA)379.027
    Hydrophilic component of SASA (FISA)261.992
    Pie component of the SASA (PISA)163.454
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1611.34
    Number of hydrogen bond donors (donorHB)6
    Number of hydrogen bond acceptors (accptHB)19.8
    Free energy of solvation of dipole (dip^2/V)0.0420623
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0602878
    Globularity descriptor (glob)0.826251
    Predicted polarizability in cubic angstroms (QPpolrz)50.904
    Predicted hexadecane/gas partition coefficient (QPlogPC16)17.373
    Predicted octanol/gas partition coefficient (QPlogPoct)37.379
    Predicted water/gas partition coefficient (QPlogPw)29.751
    Predicted octanol/water partition coefficient (QPlogPo/w)-0.582
    Predicted aqueous solubility (QPlogS)-2.432
    Conformation-independent predicted aqueous solubility (CIQPlogS)-4.816
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.123
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)32.466
    Predicted brain/blood partition coefficient (QPlogBB)-2.839
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)12.173
    Predicted skin permeability, log Kp (QPlogKp)-4.428
    PM3 calculated ionization potential (IP(ev))8.907
    PM3 calculated electron affinity (EA(eV))0.515
    Number of likely metabolic reactions (#metab)9
    Prediction of binding to human serum albumin (QPlogKhsa)-1.089
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)11.714
    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)219.219
    Number of nitrogen and oxygen atoms (#NandO)15
    Number of violations of Lipinski’s rule of five (RuleOfFive)3
    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
    P30542ADORA1Adenosine A1 receptorT92072SwissTargetPrediction
    P43166CA7Carbonic anhydrase VIIT37541SEA
    P15121AKR1B1Aldose reductaseT26623SwissTargetPrediction
    P11926ODC1Ornithine decarboxylaseT60366SEA
    P33527ABCC1Multidrug resistance-associated protein 1T11288SEA
    P08183ABCB1P-glycoprotein 1T25258SEA
    P01375TNFTNF-alphaT20178SwissTargetPrediction
    P60568IL2Interleukin-2T61698SEA
    Q9NUW8TDP1Tyrosyl-DNA phosphodiesterase 1T33492SEA
    Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
    P04746AMY2APancreatic alpha-amylaseT86918SEA
    Q9NPH5NOX4NADPH oxidase 4T29741SEA
    Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
    P47989XDHXanthine dehydrogenaseT40954SEA
    Q16678CYP1B1Cytochrome P450 1B1T92521SEA
    Q13332PTPRSReceptor-type tyrosine-protein phosphatase ST10147SEA
    Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
    Q99417MYCBPMYCBP messenger RNAT37298SEA
    P16220CREB1Cyclic AMP-responsive element-binding proteinT92098SEA
    P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
    Q9UK17KCND3Voltage-gated potassium channel Kv4.3T74500SEA
    P68104EEF1A1Elongation factor 1AT72269SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T92072DI0319Orthostatic hypotension[ICD-11: BA21]P30542ADORA1
    T26623DI0298Neuropathy[ICD-11: 8C0Z]P15121AKR1B1
    T26623DI0366Rheumatoid arthritis[ICD-11: FA20]P15121AKR1B1
    T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
    T11288DI0167Gout[ICD-11: FA25]P33527ABCC1
    T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
    T20178DI0035Arterial occlusive disease[ICD-11: BD40]P01375TNF
    T20178DI0274Multiple myeloma[ICD-11: 2A83]P01375TNF
    T20178DI0351Psoriasis[ICD-11: EA90]P01375TNF
    T20178DI0366Rheumatoid arthritis[ICD-11: FA20]P01375TNF
    T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
    T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
    T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
    T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
    T86918DI0110Cystic fibrosis[ICD-11: CA25]P04746AMY2A
    T86918DI0328Pancreatic malfunction[ICD-11: DC30-DC3Z]P04746AMY2A
    T29741DI0146Fibrosis[ICD-11: GA14-GC01]Q9NPH5NOX4
    T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
    T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
    T10147DI0057Bone paget disease[ICD-11: FB85]Q13332PTPRS
    T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP
    T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
    T74500DI0004Acidosis[ICD-11: 5C73]Q9UK17KCND3
    T72269DI0252Melanoma[ICD-11: 2C30]P68104EEF1A1

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