4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-7-(benzoyloxy)-2,12-dihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,?]dodecan-8-yl benzoate



Compound IDCDAMM00229
Common name4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-7-(benzoyloxy)-2,12-dihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,?]dodecan-8-yl benzoate
IUPAC name[4,5-diacetyloxy-6-(acetyloxymethyl)-7-benzoyloxy-2,12-dihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] benzoate
Molecular formulaC35H40O13

Experimental data

Retention time53.28
Adduct[M+Na]+
Actual mz691.236
Theoretical mz691.236
Error0.43
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score4.5978

Identifiers and class information

Inchi keyZIWDLLSIYLUZFI-QRWGTFGRNA-N
SmilesCC(=O)OCC12C(C(CC(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)C(O3)(C)C)O)(C)O)OC(=O)C)OC(=O)C
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

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)10
Number of reactive functional groups (#rtvFG)5
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)668.693
Computed dipole moment(dipole)7.24
Total solvent accessible surface area (SASA)912.825
Hydrophobic component of SASA (FOSA)384.124
Hydrophilic component of SASA (FISA)166.761
Pie component of the SASA (PISA)361.94
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1893.86
Number of hydrogen bond donors (donorHB)2
Number of hydrogen bond acceptors (accptHB)13.2
Free energy of solvation of dipole (dip^2/V)0.027677
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0204504
Globularity descriptor (glob)0.810979
Predicted polarizability in cubic angstroms (QPpolrz)66.674
Predicted hexadecane/gas partition coefficient (QPlogPC16)19.638
Predicted octanol/gas partition coefficient (QPlogPoct)33.379
Predicted water/gas partition coefficient (QPlogPw)19.237
Predicted octanol/water partition coefficient (QPlogPo/w)4.799
Predicted aqueous solubility (QPlogS)-6.217
Conformation-independent predicted aqueous solubility (CIQPlogS)-8.15
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.317
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)259.718
Predicted brain/blood partition coefficient (QPlogBB)-1.73
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)115.212
Predicted skin permeability, log Kp (QPlogKp)-2.358
PM3 calculated ionization potential (IP(ev))9.94
PM3 calculated electron affinity (EA(eV))0.503
Number of likely metabolic reactions (#metab)3
Prediction of binding to human serum albumin (QPlogKhsa)0.678
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)72.345
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)192.19
Number of nitrogen and oxygen atoms (#NandO)13
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
P08183ABCB1P-glycoprotein 1T25258SEA
P09382LGALS1Galectin-1T09544SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1

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