Hedyotisol A



Compound IDCDAMM02952
Common nameHedyotisol A
IUPAC name2-[4-[6-[4-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol
Molecular formulaC42H50O16

Experimental data

Retention time15.72
Adduct[M+H]+
Actual mz811.321
Theoretical mz811.317
Error4.22
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.468

Identifiers and class information

Inchi keyLSWNERGQFCAXLI-BRZWWFBUNA-N
SmilesOC1=CC=C(C=C1OC)C(O)C(OC2=C(OC)C=C(C=C2OC)C3OCC4C(OCC34)C5=CC(OC)=C(OC(CO)C(O)C6=CC=C(O)C(OC)=C6)C(OC)=C5)CO
SuperclassLignans, neolignans and related compounds
ClassFuranoid lignans

Plant source

  • Clitoria ternatea L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)10
    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)22
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)810.847
    Computed dipole moment(dipole)7.338
    Total solvent accessible surface area (SASA)1138.16
    Hydrophobic component of SASA (FOSA)673.473
    Hydrophilic component of SASA (FISA)250.148
    Pie component of the SASA (PISA)214.542
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)2289.65
    Number of hydrogen bond donors (donorHB)6
    Number of hydrogen bond acceptors (accptHB)17.7
    Free energy of solvation of dipole (dip^2/V)0.0235155
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0380929
    Globularity descriptor (glob)0.738141
    Predicted polarizability in cubic angstroms (QPpolrz)73.4
    Predicted hexadecane/gas partition coefficient (QPlogPC16)24.358
    Predicted octanol/gas partition coefficient (QPlogPoct)43.431
    Predicted water/gas partition coefficient (QPlogPw)26.988
    Predicted octanol/water partition coefficient (QPlogPo/w)4.023
    Predicted aqueous solubility (QPlogS)-6.334
    Conformation-independent predicted aqueous solubility (CIQPlogS)-9.688
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.792
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)42.048
    Predicted brain/blood partition coefficient (QPlogBB)-3.823
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)16.098
    Predicted skin permeability, log Kp (QPlogKp)-3.262
    PM3 calculated ionization potential (IP(ev))8.659
    PM3 calculated electron affinity (EA(eV))-0.065
    Number of likely metabolic reactions (#metab)18
    Prediction of binding to human serum albumin (QPlogKhsa)0.139
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)40.689
    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)199.397
    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
    P11926ODC1Ornithine decarboxylaseT60366SEA
    Q7Z2W7TRPM8Transient receptor potential cation channel subfamily M member 8T41955SEA
    P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
    P10636MAPTMicrotubule-associated protein tauT45593SEA
    P01100FOSProto-oncogene c-FosT28025SEA
    Q8N183NDUFAF2HUMAN NADH:ubiquinone oxidoreductase complex assembly factor 2T01453SEA
    Q9P0J0NDUFA13Mitochondrial complex IT82391SEA
    Q9Y6M9NDUFB9HUMAN NADH:ubiquinone oxidoreductase subunit B9T01465SEA
    Q8N183NDUFAF2HUMAN NADH:ubiquinone oxidoreductase complex assembly factor 2T01453SEA
    P03897MT-ND3NADH dehydrogenaseT77195SEA
    O75751EMTHOrganic cation transporter 3T55948SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
    T41955DI0422Upper respiratory tract disorder[ICD-11: CA0Z]Q7Z2W7TRPM8
    T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
    T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
    T45593DI0012Acute myeloid leukaemia[ICD-11: 2A60]P10636MAPT
    T45593DI0025Alzheimer disease[ICD-11: 8A20]P10636MAPT
    T45593DI0265Mild neurocognitive disorder[ICD-11: 6D71]P10636MAPT
    T82391DI0069Cardiomyopathy[ICD-11: BC43]Q9P0J0NDUFA13
    T77195DI0331Parkinsonism[ICD-11: 8A00]P03897MT-ND3

    Copyright © 2025