Amorphigenol O-glucoside



Compound IDCDAMM00223
Common nameAmorphigenol O-glucoside
IUPAC name6-[1-hydroxy-2-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one
Molecular formulaC29H34O13

Experimental data

Retention time36.89
Adduct[M+H]+
Actual mz591.208
Theoretical mz591.207
Error0.49
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.4947

Identifiers and class information

Inchi keyLRSAWVIIJXAORQ-DOTACFKINA-N
SmilesCC(CO)(C1CC2=C(O1)C=CC3=C2OC4COC5=CC(=C(C=C5C4C3=O)OC)OC)OC6C(C(C(C(O6)CO)O)O)O
SuperclassPhenylpropanoids and polyketides
ClassIsoflavonoids

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)12
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)590.58
Computed dipole moment(dipole)7.387
Total solvent accessible surface area (SASA)850.806
Hydrophobic component of SASA (FOSA)500.099
Hydrophilic component of SASA (FISA)215.243
Pie component of the SASA (PISA)135.465
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1627.59
Number of hydrogen bond donors (donorHB)5
Number of hydrogen bond acceptors (accptHB)16.7
Free energy of solvation of dipole (dip^2/V)0.0335263
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0438905
Globularity descriptor (glob)0.786497
Predicted polarizability in cubic angstroms (QPpolrz)52.571
Predicted hexadecane/gas partition coefficient (QPlogPC16)16.998
Predicted octanol/gas partition coefficient (QPlogPoct)34.313
Predicted water/gas partition coefficient (QPlogPw)25.277
Predicted octanol/water partition coefficient (QPlogPo/w)0.897
Predicted aqueous solubility (QPlogS)-4.022
Conformation-independent predicted aqueous solubility (CIQPlogS)-5.361
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.633
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)90.106
Predicted brain/blood partition coefficient (QPlogBB)-2.48
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)36.691
Predicted skin permeability, log Kp (QPlogKp)-3.857
PM3 calculated ionization potential (IP(ev))8.598
PM3 calculated electron affinity (EA(eV))0.604
Number of likely metabolic reactions (#metab)9
Prediction of binding to human serum albumin (QPlogKhsa)-0.654
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)41.267
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)186.395
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
P11926ODC1Ornithine decarboxylaseT60366SEA
P60568IL2Interleukin-2T61698SEA
P09382LGALS1Galectin-1T09544SEA
Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
P05231IL6Interleukin-6T32578SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
T32578DI0028Anemia[ICD-11: 3A00-3A9Z]P05231IL6

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