8-Galactopyranosyl-6-glucopyranosyl-4\',5-dihydroxy-7-methoxyflavone



Compound IDCDAMM00549
Common name8-Galactopyranosyl-6-glucopyranosyl-4\',5-dihydroxy-7-methoxyflavone
IUPAC name5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
Molecular formulaC28H32O15

Experimental data

Retention time11.5
Adduct[M+H]+
Actual mz609.185
Theoretical mz609.181
Error6.28
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.6662

Identifiers and class information

Inchi keyGHHBRJNUNAWXEV-HYHJILNRNA-N
SmilesO=C1C=C(OC2=C1C(O)=C(C(OC)=C2C3OC(CO)C(O)C(O)C3O)C4OC(CO)C(O)C(O)C4O)C=5C=CC(O)=CC5
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Plant source

  • Piper longum L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)9
    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)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)608.552
    Computed dipole moment(dipole)2.312
    Total solvent accessible surface area (SASA)796.975
    Hydrophobic component of SASA (FOSA)233.397
    Hydrophilic component of SASA (FISA)405.774
    Pie component of the SASA (PISA)157.804
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1580.85
    Number of hydrogen bond donors (donorHB)9
    Number of hydrogen bond acceptors (accptHB)20.75
    Free energy of solvation of dipole (dip^2/V)0.0033817
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0781078
    Globularity descriptor (glob)0.823469
    Predicted polarizability in cubic angstroms (QPpolrz)50.271
    Predicted hexadecane/gas partition coefficient (QPlogPC16)18.782
    Predicted octanol/gas partition coefficient (QPlogPoct)42.212
    Predicted water/gas partition coefficient (QPlogPw)36.223
    Predicted octanol/water partition coefficient (QPlogPo/w)-2.355
    Predicted aqueous solubility (QPlogS)-2.532
    Conformation-independent predicted aqueous solubility (CIQPlogS)-4.058
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.141
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1.406
    Predicted brain/blood partition coefficient (QPlogBB)-4.209
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.409
    Predicted skin permeability, log Kp (QPlogKp)-7.194
    PM3 calculated ionization potential (IP(ev))9.18
    PM3 calculated electron affinity (EA(eV))0.979
    Number of likely metabolic reactions (#metab)15
    Prediction of binding to human serum albumin (QPlogKhsa)-1.17
    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)253.298
    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)2

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source
    O43570CA12Carbonic anhydrase XIIT16987SEA
    P43166CA7Carbonic anhydrase VIIT37541SEA
    P15121AKR1B1Aldose reductaseT26623SwissTargetPrediction and SEA
    P11926ODC1Ornithine decarboxylaseT60366SEA
    P33527ABCC1Multidrug resistance-associated protein 1T11288SEA
    P08183ABCB1P-glycoprotein 1T25258SEA
    O95271TNKSTankyrase-1T83059SEA
    O14746TERTTelomerase reverse transcriptaseT86052SEA
    P11387TOP1DNA topoisomerase IT09826SEA
    P15692VEGFAVascular endothelial growth factor AT20761SEA
    P05230FGF1Acidic fibroblast growth factorT18639SEA
    P09038FGF2Basic fibroblast growth factorT31621SEA
    Q07002CDK18Serine/threonine-protein kinase PCTAIRE-3T27577SEA
    P14151SELLLeukocyte adhesion molecule-1T60526SEA
    P01112HRASTransforming protein p21/H-Ras-1T71081SEA
    P60568IL2Interleukin-2T61698SEA
    P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
    P49763PGFPlacenta growth factorT70792SEA
    Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
    P17931LGALS3Galectin-3T72038SEA
    P14679TYRTyrosinaseT97035SEA
    Q9NPH5NOX4NADPH oxidase 4T29741SEA
    Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
    P47989XDHXanthine dehydrogenaseT40954SEA
    Q16678CYP1B1Cytochrome P450 1B1T92521SEA
    P20248CCNA2CDK2/Cyclin AT58470SEA
    Q14004CDK13Cyclin-dependent kinase 13T74839SEA
    P16152CBR1Carbonyl reductase [NADPH] 1T70518SEA
    P09382LGALS1Galectin-1T09544SEA
    Q13332PTPRSReceptor-type tyrosine-protein phosphatase ST10147SEA
    Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
    P05231IL6Interleukin-6T32578SEA
    P21860ERBB3Receptor tyrosine-protein kinase erbB-3T86350SEA
    Q13705ACVR2BActivin receptor type-2BT80338SEA
    Q99417MYCBPMYCBP messenger RNAT37298SEA
    P16220CREB1Cyclic AMP-responsive element-binding proteinT92098SEA
    P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
    Q96HK3CALMCalmodulinT39610SEA
    Q9UK17KCND3Voltage-gated potassium channel Kv4.3T74500SEA
    P27037ACVR2AActivin receptor type IIAT47366SEA

    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
    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
    T83059DI0060Brain cancer[ICD-11: 2A00]O95271TNKS
    T83059DI0062Breast cancer[ICD-11: 2C60-2C6Y]O95271TNKS
    T83059DI0321Ovarian cancer[ICD-11: 2C73]O95271TNKS
    T83059DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O95271TNKS
    T86052DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]O14746TERT
    T86052DI0284Myelodysplastic syndrome[ICD-11: 2A37]O14746TERT
    T86052DI0326Pancreatic cancer[ICD-11: 2C10]O14746TERT
    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
    T60526DI0037Asthma[ICD-11: CA23]P14151SELL
    T60526DI0088Circulatory system disease[ICD-11: BE2Z]P14151SELL
    T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
    T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
    T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
    T70792DI0095Colorectal cancer[ICD-11: 2B91]P49763PGF
    T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
    T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
    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
    T29741DI0146Fibrosis[ICD-11: GA14-GC01]Q9NPH5NOX4
    T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
    T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
    T58470DI0363Retina cancer[ICD-11: 2D02]P20248CCNA2
    T74839DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q14004CDK13
    T70518DI0037Asthma[ICD-11: CA23]P16152CBR1
    T10147DI0057Bone paget disease[ICD-11: FB85]Q13332PTPRS
    T32578DI0028Anemia[ICD-11: 3A00-3A9Z]P05231IL6
    T86350DI0062Breast cancer[ICD-11: 2C60-2C6Y]P21860ERBB3
    T86350DI0095Colorectal cancer[ICD-11: 2B91]P21860ERBB3
    T86350DI0172Head and neck cancer[ICD-11: 2D42]P21860ERBB3
    T86350DI0238Lung cancer[ICD-11: 2C25]P21860ERBB3
    T86350DI0246Malignant mesenchymal neoplasm[ICD-11: 2B5D-2B5Y]P21860ERBB3
    T86350DI0259Metastatic lymph node neoplasm[ICD-11: 2D60]P21860ERBB3
    T86350DI0326Pancreatic cancer[ICD-11: 2C10]P21860ERBB3
    T86350DI0351Psoriasis[ICD-11: EA90]P21860ERBB3
    T86350DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P21860ERBB3
    T86350DI0393Squamous cell carcinoma[ICD-11: 2B60-2D01]P21860ERBB3
    T80338DI0295Nervous system paraneoplastic/autoimmune disorder[ICD-11: 8E4A]Q13705ACVR2B
    T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP
    T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
    T39610DI0068Cardiac arrhythmia[ICD-11: BC9Z]Q96HK3CALM
    T39610DI0243Malaria[ICD-11: 1F40-1F45]Q96HK3CALM
    T39610DI0370Schizophrenia[ICD-11: 6A20]Q96HK3CALM
    T74500DI0004Acidosis[ICD-11: 5C73]Q9UK17KCND3
    T47366DI0012Acute myeloid leukaemia[ICD-11: 2A60]P27037ACVR2A
    T47366DI0198Idiopathic inflammatory myopathy[ICD-11: 4A41]P27037ACVR2A

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