2\'-O-Acetylactein



Compound IDCDAMM01913
Common name2\'-O-Acetylactein
IUPAC name[18\'-(3-acetyloxy-4,5-dihydroxyoxan-2-yl)oxy-2-hydroxy-1,4\',6\',12\',17\',17\'-hexamethylspiro[3,6-dioxabicyclo[3.1.0]hexane-4,8'-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosane]-3\'-yl] acetate
Molecular formulaC39H58O12

Experimental data

Retention time22.58
Adduct[M+H]+
Actual mz719.401
Theoretical mz719.4
Error1.15
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.4794

Identifiers and class information

Inchi keyKWPBPWVYOWXHER-KEVVCOAKNA-N
SmilesO=C(OC1CC23CC43CCC(OC5OCC(O)C(O)C5OC(=O)C)C(C)(C)C4CCC2C6(C)CC7OC8(OC(O)C9(OC89)C)CC(C)C7C16C)C
SuperclassLipids and lipid-like molecules
ClassSteroids and steroid derivatives

Plant source

  • Curcuma longa L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)5
    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)7
    Number of reactive functional groups (#rtvFG)8
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)718.88
    Computed dipole moment(dipole)9.087
    Total solvent accessible surface area (SASA)963.778
    Hydrophobic component of SASA (FOSA)779.009
    Hydrophilic component of SASA (FISA)184.768
    Pie component of the SASA (PISA)0
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1989.07
    Number of hydrogen bond donors (donorHB)3
    Number of hydrogen bond acceptors (accptHB)16
    Free energy of solvation of dipole (dip^2/V)0.0415137
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0287544
    Globularity descriptor (glob)0.793635
    Predicted polarizability in cubic angstroms (QPpolrz)68.954
    Predicted hexadecane/gas partition coefficient (QPlogPC16)18.387
    Predicted octanol/gas partition coefficient (QPlogPoct)36.888
    Predicted water/gas partition coefficient (QPlogPw)21.905
    Predicted octanol/water partition coefficient (QPlogPo/w)3.577
    Predicted aqueous solubility (QPlogS)-6.633
    Conformation-independent predicted aqueous solubility (CIQPlogS)-6.986
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.871
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)175.284
    Predicted brain/blood partition coefficient (QPlogBB)-1.814
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)75.323
    Predicted skin permeability, log Kp (QPlogKp)-4.253
    PM3 calculated ionization potential (IP(ev))10.322
    PM3 calculated electron affinity (EA(eV))-0.96
    Number of likely metabolic reactions (#metab)2
    Prediction of binding to human serum albumin (QPlogKhsa)0.508
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)62.13
    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)171.825
    Number of nitrogen and oxygen atoms (#NandO)12
    Number of violations of Lipinski’s rule of five (RuleOfFive)2
    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
    P49810PSEN2Gamma-secretaseT99204SEA
    P49768PSEN1Presenilin 1T93105SEA
    Q96BI3APH1AGamma-secretaseT99840SEA
    Q96BI3APH1AGamma-secretaseT99840SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T99204DI0320Osteoarthritis[ICD-11: FA00-FA05]P49810PSEN2
    T99204DI0380Shoulder lesion[ICD-11: FB53]P49810PSEN2
    T99204DI0390Soft tissue disorder[ICD-11: FB56]P49810PSEN2
    T93105DI0320Osteoarthritis[ICD-11: FA00-FA05]P49768PSEN1
    T93105DI0380Shoulder lesion[ICD-11: FB53]P49768PSEN1
    T93105DI0390Soft tissue disorder[ICD-11: FB56]P49768PSEN1
    T99840DI0119Desmoid tumour[ICD-11: 2F7C]Q96BI3APH1A
    T99840DI0119Desmoid tumour[ICD-11: 2F7C]Q96BI3APH1A

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