Fraxicarboside C



Compound IDCDAMM01325
Common nameFraxicarboside C
IUPAC namemethyl 6-[4-acetyloxy-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,5-dihydroxyoxan-2-yl]oxy-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-(2-hydroxyethylidene)-4H-pyran-3-carboxylate
Molecular formulaC36H40O18

Experimental data

Retention time16.34
Adduct[M+Na]+
Actual mz783.212
Theoretical mz783.21
Error1.76
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.3797

Identifiers and class information

Inchi keyMPAWGZHLBSDDEL-JSYHWCMDNA-N
SmilesO=C(OCC1OC(OC2OC=C(C(=O)OC)C(C2=CCO)CC(=O)OCCC3=CC=C(O)C(O)=C3)C(O)C(OC(=O)C)C1O)C=CC4=CC=C(O)C(O)=C4
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)6
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)760.701
Computed dipole moment(dipole)5.226
Total solvent accessible surface area (SASA)915.794
Hydrophobic component of SASA (FOSA)339.52
Hydrophilic component of SASA (FISA)375.855
Pie component of the SASA (PISA)200.419
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1987.93
Number of hydrogen bond donors (donorHB)7
Number of hydrogen bond acceptors (accptHB)21.2
Free energy of solvation of dipole (dip^2/V)0.0137397
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0612473
Globularity descriptor (glob)0.8349
Predicted polarizability in cubic angstroms (QPpolrz)61.191
Predicted hexadecane/gas partition coefficient (QPlogPC16)21.665
Predicted octanol/gas partition coefficient (QPlogPoct)43.42
Predicted water/gas partition coefficient (QPlogPw)32.124
Predicted octanol/water partition coefficient (QPlogPo/w)0.191
Predicted aqueous solubility (QPlogS)-2.201
Conformation-independent predicted aqueous solubility (CIQPlogS)-6.746
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.159
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)2.702
Predicted brain/blood partition coefficient (QPlogBB)-4.357
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.828
Predicted skin permeability, log Kp (QPlogKp)-5.628
PM3 calculated ionization potential (IP(ev))8.888
PM3 calculated electron affinity (EA(eV))0.785
Number of likely metabolic reactions (#metab)10
Prediction of binding to human serum albumin (QPlogKhsa)-0.853
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)303.619
Number of nitrogen and oxygen atoms (#NandO)18
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
P02766TTRTransthyretinT86462SEA
P23280CA6Carbonic anhydrase VIT06569SEA
P60568IL2Interleukin-2T61698SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T86462DI0026Amyloidosis[ICD-11: 5D00]P02766TTR
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2

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