(1R,3R,4R,5S,6S,8x)-1-Acetoxy-8-angeloyloxy-3,4-epoxy-5-hydroxy-7(14),10-bisaboladien-2-one



Compound IDCDAMM02969
Common name(1R,3R,4R,5S,6S,8x)-1-Acetoxy-8-angeloyloxy-3,4-epoxy-5-hydroxy-7(14),10-bisaboladien-2-one
IUPAC name[2-(4-acetyloxy-2-hydroxy-6-methyl-5-oxo-7-oxabicyclo[4.1.0]heptan-3-yl)-6-methylhepta-1,5-dien-3-yl] 2-methylbut-2-enoate
Molecular formulaC22H30O7

Experimental data

Retention time0.57
Adduct[M+H]+
Actual mz407.203
Theoretical mz407.206
Error9.27
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.044

Identifiers and class information

Inchi keyNTVBUJOKRXFMAK-WQLSENKSNA-N
SmilesO=C(OC(C(=C)C1C(OC(=O)C)C(=O)C2(OC2C1O)C)CC=C(C)C)C(=CC)C
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

Plant source

  • Clitoria ternatea L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)1
    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)8
    Number of reactive functional groups (#rtvFG)4
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)406.475
    Computed dipole moment(dipole)7.121
    Total solvent accessible surface area (SASA)656.384
    Hydrophobic component of SASA (FOSA)506.42
    Hydrophilic component of SASA (FISA)124.81
    Pie component of the SASA (PISA)25.155
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1289.06
    Number of hydrogen bond donors (donorHB)1
    Number of hydrogen bond acceptors (accptHB)9.7
    Free energy of solvation of dipole (dip^2/V)0.0393362
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0147779
    Globularity descriptor (glob)0.872682
    Predicted polarizability in cubic angstroms (QPpolrz)40.538
    Predicted hexadecane/gas partition coefficient (QPlogPC16)11.465
    Predicted octanol/gas partition coefficient (QPlogPoct)20.326
    Predicted water/gas partition coefficient (QPlogPw)11.573
    Predicted octanol/water partition coefficient (QPlogPo/w)2.502
    Predicted aqueous solubility (QPlogS)-3.35
    Conformation-independent predicted aqueous solubility (CIQPlogS)-3.501
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.712
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)649.127
    Predicted brain/blood partition coefficient (QPlogBB)-1.011
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)310.099
    Predicted skin permeability, log Kp (QPlogKp)-2.963
    PM3 calculated ionization potential (IP(ev))9.818
    PM3 calculated electron affinity (EA(eV))0.132
    Number of likely metabolic reactions (#metab)9
    Prediction of binding to human serum albumin (QPlogKhsa)-0.118
    Predicted qualitative human oral absorption (HumanOralAbsorption)3
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)91.933
    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)120.666
    Number of nitrogen and oxygen atoms (#NandO)7
    Number of violations of Lipinski’s rule of five (RuleOfFive)0
    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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