Insuloside



Compound IDCDAMM01796
Common nameInsuloside
IUPAC name2-(3,4-dihydroxyphenyl)ethyl 5-ethylidene-4-[2-[2-[4-hydroxy-3-[4-(2-hydroxyethyl)phenoxy]phenyl]ethoxy]-2-oxoethyl]-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
Molecular formulaC40H46O16

Experimental data

Retention time6.01
Adduct[M+H]+
Actual mz783.293
Theoretical mz783.286
Error8.71
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.0613

Identifiers and class information

Inchi keySREDLZCCQWSQLN-QBQOLSIMNA-N
SmilesO=C(OCCC1=CC=C(O)C(O)=C1)C2=COC(OC3OC(CO)C(O)C(O)C3O)C(=CC)C2CC(=O)OCCC4=CC=C(O)C(OC5=CC=C(C=C5)CCO)=C4
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

Pharmacokinetic properties

Number of descriptor values(#stars)12
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)24
Number of reactive functional groups (#rtvFG)4
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)782.794
Computed dipole moment(dipole)7.242
Total solvent accessible surface area (SASA)1044.58
Hydrophobic component of SASA (FOSA)317.501
Hydrophilic component of SASA (FISA)419.503
Pie component of the SASA (PISA)307.579
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)2134.46
Number of hydrogen bond donors (donorHB)8
Number of hydrogen bond acceptors (accptHB)20.35
Free energy of solvation of dipole (dip^2/V)0.0245721
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0551019
Globularity descriptor (glob)0.767505
Predicted polarizability in cubic angstroms (QPpolrz)66.794
Predicted hexadecane/gas partition coefficient (QPlogPC16)24.874
Predicted octanol/gas partition coefficient (QPlogPoct)46.525
Predicted water/gas partition coefficient (QPlogPw)33.646
Predicted octanol/water partition coefficient (QPlogPo/w)0.812
Predicted aqueous solubility (QPlogS)-3.745
Conformation-independent predicted aqueous solubility (CIQPlogS)-7.758
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.761
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1.042
Predicted brain/blood partition coefficient (QPlogBB)-5.631
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.296
Predicted skin permeability, log Kp (QPlogKp)-5.863
PM3 calculated ionization potential (IP(ev))8.875
PM3 calculated electron affinity (EA(eV))0.14
Number of likely metabolic reactions (#metab)14
Prediction of binding to human serum albumin (QPlogKhsa)-0.737
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)263.065
Number of nitrogen and oxygen atoms (#NandO)16
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
P01112HRASTransforming protein p21/H-Ras-1T71081SEA
P60568IL2Interleukin-2T61698SEA
Q9NUW8TDP1Tyrosyl-DNA phosphodiesterase 1T33492SEA
P14679TYRTyrosinaseT97035SEA
Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR

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