[3aS-[3aR*,4R*(Z),5R*,6R*,9S*,10E,11aS*]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid



Compound IDCDAMM01336
Common name[3aS-[3aR*,4R*(Z),5R*,6R*,9S*,10E,11aS*]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid
IUPAC name(5-acetyloxy-6,9-dihydroxy-6,10-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 2-methylbut-2-enoate
Molecular formulaC22H28O9

Experimental data

Retention time10.65
Adduct[M+H]+
Actual mz437.178
Theoretical mz437.18
Error5.66
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.5891

Identifiers and class information

Inchi keyBTJHWHPMYLVAAD-WAKDDQPJNA-N
SmilesO=C(OC1C(OC(=O)C)C(O)(C(=O)CC(O)C(=CC2OC(=O)C(=C)C21)C)C)C(=CC)C
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

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)6
Number of reactive functional groups (#rtvFG)2
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)436.458
Computed dipole moment(dipole)4.573
Total solvent accessible surface area (SASA)646.258
Hydrophobic component of SASA (FOSA)436.177
Hydrophilic component of SASA (FISA)174.663
Pie component of the SASA (PISA)35.418
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1308.13
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)10.45
Free energy of solvation of dipole (dip^2/V)0.0159859
Index of cohesive interaction in solids (ACxDN^.5/SA)0.01617
Globularity descriptor (glob)0.895077
Predicted polarizability in cubic angstroms (QPpolrz)42.683
Predicted hexadecane/gas partition coefficient (QPlogPC16)12.081
Predicted octanol/gas partition coefficient (QPlogPoct)21.584
Predicted water/gas partition coefficient (QPlogPw)13.138
Predicted octanol/water partition coefficient (QPlogPo/w)1.99
Predicted aqueous solubility (QPlogS)-3.23
Conformation-independent predicted aqueous solubility (CIQPlogS)-3.723
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.399
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)218.562
Predicted brain/blood partition coefficient (QPlogBB)-1.252
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)95.611
Predicted skin permeability, log Kp (QPlogKp)-4.038
PM3 calculated ionization potential (IP(ev))10.164
PM3 calculated electron affinity (EA(eV))0.33
Number of likely metabolic reactions (#metab)8
Prediction of binding to human serum albumin (QPlogKhsa)-0.118
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)80.473
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)156.144
Number of nitrogen and oxygen atoms (#NandO)9
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
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
Q08828ADCY1Brain adenylate cyclase 1T63609SEA
P51843NR0B1Orphan nuclear receptor DAX-1T23191SEA

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
T63609DI0306Nutritional deficiency[ICD-11: 5B50-5B71]Q08828ADCY1

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