(S)-2,3-Dihydro-7-hydroxy-2-methyl-4-oxo-4H-1-benzopyran-5-acetic acid



Compound IDCDAMM01034
Common name(S)-2,3-Dihydro-7-hydroxy-2-methyl-4-oxo-4H-1-benzopyran-5-acetic acid
IUPAC name2-(7-hydroxy-2-methyl-4-oxo-2,3-dihydrochromen-5-yl)acetic acid
Molecular formulaC12H12O5

Experimental data

Retention time0.27
Adduct[M+K]+
Actual mz275.032
Theoretical mz275.031
Error4.15
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.9702

Identifiers and class information

Inchi keyMONKQYHCNQSQHL-UHFFFAOYNA-N
SmilesO=C(O)CC=1C=C(O)C=C2OC(C)CC(=O)C21
SuperclassOrganoheterocyclic compounds
ClassBenzopyrans

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)3
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)236.224
Computed dipole moment(dipole)9.461
Total solvent accessible surface area (SASA)448.647
Hydrophobic component of SASA (FOSA)184.968
Hydrophilic component of SASA (FISA)180.94
Pie component of the SASA (PISA)82.738
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)744.765
Number of hydrogen bond donors (donorHB)2
Number of hydrogen bond acceptors (accptHB)5.5
Free energy of solvation of dipole (dip^2/V)0.120188
Index of cohesive interaction in solids (ACxDN^.5/SA)0.017337
Globularity descriptor (glob)0.885673
Predicted polarizability in cubic angstroms (QPpolrz)22.515
Predicted hexadecane/gas partition coefficient (QPlogPC16)7.477
Predicted octanol/gas partition coefficient (QPlogPoct)14.707
Predicted water/gas partition coefficient (QPlogPw)10.277
Predicted octanol/water partition coefficient (QPlogPo/w)1.005
Predicted aqueous solubility (QPlogS)-2.281
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.404
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-1.969
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)48.266
Predicted brain/blood partition coefficient (QPlogBB)-1.155
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)23.766
Predicted skin permeability, log Kp (QPlogKp)-4.275
PM3 calculated ionization potential (IP(ev))9.791
PM3 calculated electron affinity (EA(eV))0.889
Number of likely metabolic reactions (#metab)3
Prediction of binding to human serum albumin (QPlogKhsa)-0.597
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)62.964
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)104.263
Number of nitrogen and oxygen atoms (#NandO)5
Number of violations of Lipinski’s rule of five (RuleOfFive)0
Number of violations of Jorgensen’s rule of three (RuleOfThree)0

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P15121AKR1B1Aldose reductaseT26623SEA
P20151KLK2Kallikrein 2T01908SEA
P52209PGD6-phosphogluconate dehydrogenaseT76497SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
P16152CBR1Carbonyl reductase [NADPH] 1T70518SEA
Q9H6Q9KIF20BKinesin-like protein KIF20BT92865SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T26623DI0298Neuropathy[ICD-11: 8C0Z]P15121AKR1B1
T26623DI0366Rheumatoid arthritis[ICD-11: FA20]P15121AKR1B1
T01908DI0213Innate/adaptive immunodeficiency[ICD-11: 4A00]P20151KLK2
T76497DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P52209PGD
T70518DI0037Asthma[ICD-11: CA23]P16152CBR1

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