(9Z,12Z)-6-formyl-2,3,3a,4,5,8,9,11a-octahydro-10-(hydroxymethyl)-3-methylene-4-(2-methyl-1-oxobutoxy)-2-oxocyclodeca[b]furan-5-yl ester 9,12-Octadecadienoic acid



Compound IDCDAMM01835
Common name(9Z,12Z)-6-formyl-2,3,3a,4,5,8,9,11a-octahydro-10-(hydroxymethyl)-3-methylene-4-(2-methyl-1-oxobutoxy)-2-oxocyclodeca[b]furan-5-yl ester 9,12-Octadecadienoic acid
IUPAC name[6-formyl-10-(hydroxymethyl)-4-(2-methylbutanoyloxy)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl] octadeca-9,12-dienoate
Molecular formulaC38H56O8

Experimental data

Retention time3.86
Adduct[M+H]+
Actual mz641.405
Theoretical mz641.405
Error0.74
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.8857

Identifiers and class information

Inchi keyYNJVOZLZBOSBDI-WESAUJBTNA-N
SmilesO=CC1=CCCC(=CC2OC(=O)C(=C)C2C(OC(=O)C(C)CC)C1OC(=O)CCCCCCCC=CCC=CCCCCC)CO
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

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)3
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)640.856
Computed dipole moment(dipole)7.868
Total solvent accessible surface area (SASA)1139.76
Hydrophobic component of SASA (FOSA)902.994
Hydrophilic component of SASA (FISA)179.465
Pie component of the SASA (PISA)57.299
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)2195.89
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)10.7
Free energy of solvation of dipole (dip^2/V)0.0281919
Index of cohesive interaction in solids (ACxDN^.5/SA)0.009388
Globularity descriptor (glob)0.716846
Predicted polarizability in cubic angstroms (QPpolrz)68.146
Predicted hexadecane/gas partition coefficient (QPlogPC16)21.228
Predicted octanol/gas partition coefficient (QPlogPoct)29.791
Predicted water/gas partition coefficient (QPlogPw)11.224
Predicted octanol/water partition coefficient (QPlogPo/w)7.352
Predicted aqueous solubility (QPlogS)-9.168
Conformation-independent predicted aqueous solubility (CIQPlogS)-7.834
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.387
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)196.804
Predicted brain/blood partition coefficient (QPlogBB)-3.091
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)85.366
Predicted skin permeability, log Kp (QPlogKp)-2.513
PM3 calculated ionization potential (IP(ev))9.635
PM3 calculated electron affinity (EA(eV))0.613
Number of likely metabolic reactions (#metab)11
Prediction of binding to human serum albumin (QPlogKhsa)1.419
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)85.133
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)148.766
Number of nitrogen and oxygen atoms (#NandO)8
Number of violations of Lipinski’s rule of five (RuleOfFive)2
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
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
P17612PRKACAcAMP-dependent protein kinase alpha-catalytic subunitT12808SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T12808DI0279Muscular atrophy[ICD-11: 8B61]P17612PRKACA

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