1-Deoxychiisanoside



Compound IDCDAMM00661
Common name1-Deoxychiisanoside
IUPAC name[6-[[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 1,2,17-trimethyl-14-oxo-8,18-bis(prop-1-en-2-yl)-13-oxapentacyclo[10.8.1.02,10.05,9.017,21]henicosane-5-carboxylate
Molecular formulaC48H74O18

Experimental data

Retention time15.11
Adduct[M+Na]+
Actual mz961.483
Theoretical mz961.477
Error6.33
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.8867

Identifiers and class information

Inchi keyKUBGLANNNUUPQL-IZASSXNANA-N
SmilesO=C1OC2CC3C4C(C(=C)C)CCC4(C(=O)OC5OC(COC6OC(CO)C(OC7OC(C)C(O)C(O)C7O)C(O)C6O)C(O)C(O)C5O)CCC3(C)C8(C)CCC(C(=C)C)C(C)(CC1)C28
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

Plant source

  • Piper longum L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)13
    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)19
    Number of reactive functional groups (#rtvFG)4
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)939.102
    Computed dipole moment(dipole)6.216
    Total solvent accessible surface area (SASA)1016.62
    Hydrophobic component of SASA (FOSA)696.981
    Hydrophilic component of SASA (FISA)308.726
    Pie component of the SASA (PISA)10.91
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)2380.46
    Number of hydrogen bond donors (donorHB)9
    Number of hydrogen bond acceptors (accptHB)28.8
    Free energy of solvation of dipole (dip^2/V)0.0162294
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0849878
    Globularity descriptor (glob)0.848102
    Predicted polarizability in cubic angstroms (QPpolrz)77.016
    Predicted hexadecane/gas partition coefficient (QPlogPC16)23.136
    Predicted octanol/gas partition coefficient (QPlogPoct)55.812
    Predicted water/gas partition coefficient (QPlogPw)41.698
    Predicted octanol/water partition coefficient (QPlogPo/w)-0.253
    Predicted aqueous solubility (QPlogS)-2.19
    Conformation-independent predicted aqueous solubility (CIQPlogS)-5.956
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.042
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)11.702
    Predicted brain/blood partition coefficient (QPlogBB)-3.443
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)4.04
    Predicted skin permeability, log Kp (QPlogKp)-5.347
    PM3 calculated ionization potential (IP(ev))9.732
    PM3 calculated electron affinity (EA(eV))-0.92
    Number of likely metabolic reactions (#metab)14
    Prediction of binding to human serum albumin (QPlogKhsa)-0.959
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)5.706
    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)278.066
    Number of nitrogen and oxygen atoms (#NandO)18
    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
    Q8TDU6GPBAR1G-protein coupled bile acid receptor 1T86273SEA
    P04746AMY2APancreatic alpha-amylaseT86918SEA
    Q99417MYCBPMYCBP messenger RNAT37298SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T86273DI0417Type 2 diabetes mellitus[ICD-11: 5A11]Q8TDU6GPBAR1
    T86918DI0110Cystic fibrosis[ICD-11: CA25]P04746AMY2A
    T86918DI0328Pancreatic malfunction[ICD-11: DC30-DC3Z]P04746AMY2A
    T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP

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