Cistocardin



Compound IDCDAMM01181
Common nameCistocardin
IUPAC name2-[2-[4,5-dihydroxy-2-(hydroxymethyl)-6-(15-hydroxy-5\',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2\'-oxane]-16-yl)oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular formulaC51H84O24

Experimental data

Retention time0.3
Adduct[M+2H]2+
Actual mz541.272
Theoretical mz541.277
Error9.38
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.764

Identifiers and class information

Inchi keyOJXYLGQQFXELNY-UHFFFAOYNA-N
SmilesOCC1OC(OC2C(O)C(OC(OC3C(O)C(O)C(OC4CC5CCC6C(CCC7(C)C6CC8OC9(OCC(C)CC9)C(C)C87)C5(C)CC4O)OC3CO)C2OC%10OC(CO)C(O)C(O)C%10O)CO)C(O)C(O)C1O
SuperclassLipids and lipid-like molecules
ClassSteroids and steroid derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)18
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)26
Number of reactive functional groups (#rtvFG)5
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)1081.21
Computed dipole moment(dipole)10.873
Total solvent accessible surface area (SASA)1214.57
Hydrophobic component of SASA (FOSA)833.782
Hydrophilic component of SASA (FISA)380.792
Pie component of the SASA (PISA)0
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)2734.86
Number of hydrogen bond donors (donorHB)14
Number of hydrogen bond acceptors (accptHB)38.9
Free energy of solvation of dipole (dip^2/V)0.043226
Index of cohesive interaction in solids (ACxDN^.5/SA)0.119837
Globularity descriptor (glob)0.77869
Predicted polarizability in cubic angstroms (QPpolrz)86.6
Predicted hexadecane/gas partition coefficient (QPlogPC16)28.338
Predicted octanol/gas partition coefficient (QPlogPoct)72.147
Predicted water/gas partition coefficient (QPlogPw)58.317
Predicted octanol/water partition coefficient (QPlogPo/w)-3.325
Predicted aqueous solubility (QPlogS)-0.989
Conformation-independent predicted aqueous solubility (CIQPlogS)-4.561
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.113
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)2.426
Predicted brain/blood partition coefficient (QPlogBB)-5.19
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.737
Predicted skin permeability, log Kp (QPlogKp)-6.041
PM3 calculated ionization potential (IP(ev))10.142
PM3 calculated electron affinity (EA(eV))-1.624
Number of likely metabolic reactions (#metab)14
Prediction of binding to human serum albumin (QPlogKhsa)-2.341
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)0
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)342.99
Number of nitrogen and oxygen atoms (#NandO)24
Number of violations of Lipinski’s rule of five (RuleOfFive)3
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
P60568IL2Interleukin-2T61698SEA
P04746AMY2APancreatic alpha-amylaseT86918SEA
P60842EIF4A1Eukaryotic initiation factor 4A-IT86805SEA
Q99417MYCBPMYCBP messenger RNAT37298SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
T86918DI0110Cystic fibrosis[ICD-11: CA25]P04746AMY2A
T86918DI0328Pancreatic malfunction[ICD-11: DC30-DC3Z]P04746AMY2A
T86805DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P60842EIF4A1
T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP

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