[2\'S,3S,3\'R,7\'R(R)]-7\'-Deoxo-2\'-deoxy-2\',3\'-epoxy-3-hydroxy-7\'-(1-hydroxyethyl)verrucarin A



Compound IDCDAMM00538
Common name[2\'S,3S,3\'R,7\'R(R)]-7\'-Deoxo-2\'-deoxy-2\',3\'-epoxy-3-hydroxy-7\'-(1-hydroxyethyl)verrucarin A
IUPAC name28-hydroxy-18-(1-hydroxyethyl)-5,14,26-trimethylspiro[2,10,13,17,24-pentaoxapentacyclo[23.2.1.03,8.08,26.012,14]octacosa-4,19,21-triene-27,2\'-oxirane]-11,23-dione
Molecular formulaC29H38O10

Experimental data

Retention time0.47
Adduct[M+NH4]+
Actual mz564.283
Theoretical mz564.28
Error6.34
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.4201

Identifiers and class information

Inchi keyVYIKPARQGCJZRA-KQQUZDAGNA-N
SmilesO=C1OC2C(O)C3OC4C=C(C)CCC4(COC(=O)C5OC5(C)CCOC(C=CC=C1)C(O)C)C2(C)C63OC6
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

Plant source

  • Piper longum L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)0
    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)15
    Number of reactive functional groups (#rtvFG)5
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)546.613
    Computed dipole moment(dipole)2.45
    Total solvent accessible surface area (SASA)741.882
    Hydrophobic component of SASA (FOSA)554.588
    Hydrophilic component of SASA (FISA)147.202
    Pie component of the SASA (PISA)40.091
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1562.98
    Number of hydrogen bond donors (donorHB)2
    Number of hydrogen bond acceptors (accptHB)14.8
    Free energy of solvation of dipole (dip^2/V)0.0038403
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0282125
    Globularity descriptor (glob)0.877944
    Predicted polarizability in cubic angstroms (QPpolrz)47.148
    Predicted hexadecane/gas partition coefficient (QPlogPC16)14.233
    Predicted octanol/gas partition coefficient (QPlogPoct)26.428
    Predicted water/gas partition coefficient (QPlogPw)16.977
    Predicted octanol/water partition coefficient (QPlogPo/w)1.964
    Predicted aqueous solubility (QPlogS)-2.102
    Conformation-independent predicted aqueous solubility (CIQPlogS)-4.226
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.698
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)398.09
    Predicted brain/blood partition coefficient (QPlogBB)-1.614
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)182.8
    Predicted skin permeability, log Kp (QPlogKp)-2.651
    PM3 calculated ionization potential (IP(ev))9.611
    PM3 calculated electron affinity (EA(eV))1.08
    Number of likely metabolic reactions (#metab)8
    Prediction of binding to human serum albumin (QPlogKhsa)-0.586
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)72.023
    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)140.65
    Number of nitrogen and oxygen atoms (#NandO)10
    Number of violations of Lipinski’s rule of five (RuleOfFive)1
    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

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names

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