4-hydroxy-3-{7-hydroxy-2,16-dimethyl-6,11-dioxo-5,10-dioxatetracyclo[7.6.1.0²,?.0¹²,¹?]hexadeca-12,14-dien-4-yl}but-2-enoic acid



Compound IDCDAMM00167
Common name4-hydroxy-3-{7-hydroxy-2,16-dimethyl-6,11-dioxo-5,10-dioxatetracyclo[7.6.1.0²,?.0¹²,¹?]hexadeca-12,14-dien-4-yl}but-2-enoic acid
IUPAC name4-hydroxy-3-(7-hydroxy-2,16-dimethyl-6,11-dioxo-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-12,14-dien-4-yl)but-2-enoic acid
Molecular formulaC20H22O8

Experimental data

Retention time52.02
Adduct[M+H]+
Actual mz391.14
Theoretical mz391.139
Error2.19
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.2157

Identifiers and class information

Inchi keyBHPYMXFPBKYXKF-GXTCOQJANA-N
SmilesCC12CC(OC(=O)C1(CC3C4(C2C=CC=C4C(=O)O3)C)O)C(=CC(=O)O)CO
SuperclassOrganoheterocyclic compounds
ClassNaphthopyrans

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)1
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)5
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)390.389
Computed dipole moment(dipole)5.046
Total solvent accessible surface area (SASA)572.53
Hydrophobic component of SASA (FOSA)202.029
Hydrophilic component of SASA (FISA)277.985
Pie component of the SASA (PISA)92.517
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1068.58
Number of hydrogen bond donors (donorHB)3
Number of hydrogen bond acceptors (accptHB)10.45
Free energy of solvation of dipole (dip^2/V)0.0238238
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0316139
Globularity descriptor (glob)0.882883
Predicted polarizability in cubic angstroms (QPpolrz)34.283
Predicted hexadecane/gas partition coefficient (QPlogPC16)11.549
Predicted octanol/gas partition coefficient (QPlogPoct)22.147
Predicted water/gas partition coefficient (QPlogPw)17.201
Predicted octanol/water partition coefficient (QPlogPo/w)0.38
Predicted aqueous solubility (QPlogS)-2.736
Conformation-independent predicted aqueous solubility (CIQPlogS)-3.477
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-2.061
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)5.799
Predicted brain/blood partition coefficient (QPlogBB)-2.115
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)2.406
Predicted skin permeability, log Kp (QPlogKp)-5.837
PM3 calculated ionization potential (IP(ev))10.12
PM3 calculated electron affinity (EA(eV))1.223
Number of likely metabolic reactions (#metab)4
Prediction of binding to human serum albumin (QPlogKhsa)-0.632
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)42.834
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)162.785
Number of nitrogen and oxygen atoms (#NandO)8
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

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names

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