Garciduol B



Compound IDCDAMM01278
Common nameGarciduol B
IUPAC name2-[2,4-dihydroxy-3-(3-hydroxybenzoyl)-6-methoxyphenyl]-1,4,5-trihydroxyxanthen-9-one
Molecular formulaC27H18O10

Experimental data

Retention time17.53
Adduct[M+H]+
Actual mz503.092
Theoretical mz503.097
Error10.29
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.7248

Identifiers and class information

Inchi keyXKZFGJPNYONQOM-UHFFFAOYSA-N
SmilesO=C(C=1C=CC=C(O)C1)C2=C(O)C=C(OC)C(=C2O)C=3C=C(O)C=4OC=5C(O)=CC=CC5C(=O)C4C3O
SuperclassOrganoheterocyclic compounds
ClassBenzopyrans

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)10
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)502.433
Computed dipole moment(dipole)1.355
Total solvent accessible surface area (SASA)765.84
Hydrophobic component of SASA (FOSA)91.94
Hydrophilic component of SASA (FISA)319.941
Pie component of the SASA (PISA)353.959
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1391.02
Number of hydrogen bond donors (donorHB)3
Number of hydrogen bond acceptors (accptHB)6.75
Free energy of solvation of dipole (dip^2/V)0.0013196
Index of cohesive interaction in solids (ACxDN^.5/SA)0.015266
Globularity descriptor (glob)0.786893
Predicted polarizability in cubic angstroms (QPpolrz)46.474
Predicted hexadecane/gas partition coefficient (QPlogPC16)16.672
Predicted octanol/gas partition coefficient (QPlogPoct)24.31
Predicted water/gas partition coefficient (QPlogPw)14.983
Predicted octanol/water partition coefficient (QPlogPo/w)3.061
Predicted aqueous solubility (QPlogS)-5.889
Conformation-independent predicted aqueous solubility (CIQPlogS)-8.123
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.668
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)9.16
Predicted brain/blood partition coefficient (QPlogBB)-3.484
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)3.1
Predicted skin permeability, log Kp (QPlogKp)-5.209
PM3 calculated ionization potential (IP(ev))8.555
PM3 calculated electron affinity (EA(eV))0.773
Number of likely metabolic reactions (#metab)7
Prediction of binding to human serum albumin (QPlogKhsa)0.534
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)36.164
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)190.533
Number of nitrogen and oxygen atoms (#NandO)10
Number of violations of Lipinski’s rule of five (RuleOfFive)2
Number of violations of Jorgensen’s rule of three (RuleOfThree)3

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P21397MAOAMonoamine oxidase AT83875SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
O60911CTSVCathepsin (V and K)T93653SEA
P32754HPD4-hydroxyphenylpyruvate dioxygenaseT07137SEA
O43826SLC37A4Glucose-6-phosphate translocaseT47306SEA
Q14721KCNB1Potassium voltage-gated channel subfamily B member 1T44516SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T83875DI0117Depression[ICD-11: 6A70-6A7Z]P21397MAOA
T83875DI0331Parkinsonism[ICD-11: 8A00]P21397MAOA
T93653DI0055Bone cancer[ICD-11: 2B5Z]O60911CTSV
T93653DI0087Chronic pain[ICD-11: MG30]O60911CTSV
T07137DI0258Metabolism inborn error[ICD-11: 5C50]P32754HPD

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