Senburiside II



Compound IDCDAMM00552
Common nameSenburiside II
IUPAC name6-[3-(3-hydroxybenzoyl)oxybenzoyl]oxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
Molecular formulaC30H32O14

Experimental data

Retention time7.59
Adduct[M+H]+
Actual mz617.186
Theoretical mz617.186
Error0.12
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.4237

Identifiers and class information

Inchi keyNEICHVDTJPKDLU-JKNHZVMWNA-N
SmilesO=C(O)C1=COC(OC2OC(CO)C(O)C(O)C2O)C3C1CC(OC(=O)C=4C=CC=C(OC(=O)C=5C=CC=C(O)C5)C4)C3C
SuperclassPhenylpropanoids and polyketides
ClassTannins

Plant source

  • Piper longum L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)6
    Number of non-conjugated amine groups (#amine)0
    Number of amidine and guanidine groups (#amidine)0
    Number of carboxylic acid groups (#acid)1
    Number of non-conjugated amide groups (#amide)0
    Number of rotatable bonds (#rotor)13
    Number of reactive functional groups (#rtvFG)4
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)616.574
    Computed dipole moment(dipole)6.578
    Total solvent accessible surface area (SASA)929.581
    Hydrophobic component of SASA (FOSA)230.812
    Hydrophilic component of SASA (FISA)366.951
    Pie component of the SASA (PISA)331.818
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1730.87
    Number of hydrogen bond donors (donorHB)6
    Number of hydrogen bond acceptors (accptHB)19.15
    Free energy of solvation of dipole (dip^2/V)0.0249982
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0504611
    Globularity descriptor (glob)0.749988
    Predicted polarizability in cubic angstroms (QPpolrz)57.937
    Predicted hexadecane/gas partition coefficient (QPlogPC16)20.947
    Predicted octanol/gas partition coefficient (QPlogPoct)39.721
    Predicted water/gas partition coefficient (QPlogPw)31.492
    Predicted octanol/water partition coefficient (QPlogPo/w)0.065
    Predicted aqueous solubility (QPlogS)-4.324
    Conformation-independent predicted aqueous solubility (CIQPlogS)-4.821
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.352
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.831
    Predicted brain/blood partition coefficient (QPlogBB)-4.569
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.295
    Predicted skin permeability, log Kp (QPlogKp)-5.865
    PM3 calculated ionization potential (IP(ev))9.501
    PM3 calculated electron affinity (EA(eV))0.592
    Number of likely metabolic reactions (#metab)6
    Prediction of binding to human serum albumin (QPlogKhsa)-1.113
    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)243.445
    Number of nitrogen and oxygen atoms (#NandO)14
    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
    P15692VEGFAVascular endothelial growth factor AT20761SEA
    P05230FGF1Acidic fibroblast growth factorT18639SEA
    P09038FGF2Basic fibroblast growth factorT31621SEA
    P04406GAPDHGlyceraldehyde-3-phosphate dehydrogenase liverT39321SEA
    P16109SELPP-selectinT10965SEA
    P60568IL2Interleukin-2T61698SEA
    P17931LGALS3Galectin-3T72038SEA
    P14679TYRTyrosinaseT97035SEA
    P09382LGALS1Galectin-1T09544SEA
    Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
    P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    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
    T39321DI0279Muscular atrophy[ICD-11: 8B61]P04406GAPDH
    T39321DI0280Muscular dystrophy[ICD-11: 8C70]P04406GAPDH
    T10965DI0088Circulatory system disease[ICD-11: BE2Z]P16109SELP
    T10965DI0381Sickle-cell disorder[ICD-11: 3A51]P16109SELP
    T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
    T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
    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
    T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1

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