Compound ID	CDAMM00669
Common name	7-Hydroxy-2-methyl-4-oxo-4H-1-benzopyran-5-acetic acid
IUPAC name	2-(7-hydroxy-2-methyl-4-oxochromen-5-yl)acetic acid
Molecular formula	C₁₂H₁₀O₅

Experimental data

Retention time	6.69
Adduct	[M+H]+
Actual mz	235.062
Theoretical mz	235.06
Error	8.61
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.3249

Identifiers and class information

Inchi key	AWGUDSPRBOCEJK-UHFFFAOYSA-N
Smiles	O=C(O)CC=1C=C(O)C=C2OC(=CC(=O)C21)C
Superclass	Organoheterocyclic compounds
Class	Benzopyrans

Plant source

Piper retrofractum Vahl

External sources

HMDB ID	HMDB0040408
KNApSAcK ID
FooDB ID	FDB020140
DrugBank ID
ChEBI ID
Pubchem Compound ID	14429402
PlantCyc ID
UNPD ID	UNPD23605
Coconut ID	CNP0115859
LipidMAPS ID
NANPDB ID

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)	234.208
Computed dipole moment(dipole)	7.047
Total solvent accessible surface area (SASA)	449.232
Hydrophobic component of SASA (FOSA)	124.445
Hydrophilic component of SASA (FISA)	199.181
Pie component of the SASA (PISA)	125.605
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	733.206
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	5.25
Free energy of solvation of dipole (dip^2/V)	0.067736
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0165274
Globularity descriptor (glob)	0.875344
Predicted polarizability in cubic angstroms (QPpolrz)	22.462
Predicted hexadecane/gas partition coefficient (QPlogPC16)	7.716
Predicted octanol/gas partition coefficient (QPlogPoct)	13.967
Predicted water/gas partition coefficient (QPlogPw)	10.448
Predicted octanol/water partition coefficient (QPlogPo/w)	0.939
Predicted aqueous solubility (QPlogS)	-2.342
Conformation-independent predicted aqueous solubility (CIQPlogS)	-2.577
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-2.341
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	32.409
Predicted brain/blood partition coefficient (QPlogBB)	-1.35
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	15.452
Predicted skin permeability, log Kp (QPlogKp)	-4.46
PM3 calculated ionization potential (IP(ev))	9.641
PM3 calculated electron affinity (EA(eV))	0.776
Number of likely metabolic reactions (#metab)	3
Prediction of binding to human serum albumin (QPlogKhsa)	-0.599
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	59.484
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)	104.842
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
P15121	AKR1B1	Aldose reductase	T26623	SEA
Q6B0I6	KDM4D	Lysine-specific demethylase 4D	T17036	SEA
P33527	ABCC1	Multidrug resistance-associated protein 1	T11288	SEA
P08183	ABCB1	P-glycoprotein 1	T25258	SEA
P15692	VEGFA	Vascular endothelial growth factor A	T20761	SEA
P49763	PGF	Placenta growth factor	T70792	SEA
Q9UNQ0	ABCG2	ATP-binding cassette sub-family G member 2	T56556	SEA
Q9NPH5	NOX4	NADPH oxidase 4	T29741	SEA
P47989	XDH	Xanthine dehydrogenase	T40954	SEA
Q16678	CYP1B1	Cytochrome P450 1B1	T92521	SEA
Q04760	GLO1	Glyoxalase I	T88285	SEA
P51679	CCR4	C-C chemokine receptor type 4	T06955	SEA
Q9HC98	NEK6	Serine/threonine-protein kinase NEK6	T78992	SEA
P16152	CBR1	Carbonyl reductase [NADPH] 1	T70518	SEA
Q13332	PTPRS	Receptor-type tyrosine-protein phosphatase S	T10147	SEA
Q99417	MYCBP	MYCBP messenger RNA	T37298	SEA
P16220	CREB1	Cyclic AMP-responsive element-binding protein	T92098	SEA
Q15717	ELAVL1	ELAV-like protein 1	T78349	SEA
Q9UK17	KCND3	Voltage-gated potassium channel Kv4.3	T74500	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T26623	DI0298	Neuropathy	[ICD-11: 8C0Z]	P15121	AKR1B1
T26623	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P15121	AKR1B1
T11288	DI0167	Gout	[ICD-11: FA25]	P33527	ABCC1
T25258	DI0238	Lung cancer	[ICD-11: 2C25]	P08183	ABCB1
T20761	DI0095	Colorectal cancer	[ICD-11: 2B91]	P15692	VEGFA
T20761	DI0365	Retinopathy	[ICD-11: 9B71]	P15692	VEGFA
T20761	DI0430	Vascular system developmental anomaly	[ICD-11: LA90]	P15692	VEGFA
T70792	DI0095	Colorectal cancer	[ICD-11: 2B91]	P49763	PGF
T56556	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	Q9UNQ0	ABCG2
T56556	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	Q9UNQ0	ABCG2
T29741	DI0146	Fibrosis	[ICD-11: GA14-GC01]	Q9NPH5	NOX4
T40954	DI0206	Inborn purine/pyrimidine/nucleotide metabolism error	[ICD-11: 5C55]	P47989	XDH
T40954	DI0266	Mineral deficiency	[ICD-11: 5B5K]	P47989	XDH
T88285	DI0210	Influenza	[ICD-11: 1E30-1E32]	Q04760	GLO1
T06955	DI0283	Mycosis fungoides	[ICD-11: 2B01]	P51679	CCR4
T06955	DI0379	Sezary syndrome	[ICD-11: 2B02]	P51679	CCR4
T70518	DI0037	Asthma	[ICD-11: CA23]	P16152	CBR1
T10147	DI0057	Bone paget disease	[ICD-11: FB85]	Q13332	PTPRS
T37298	DI0235	Liver cancer	[ICD-11: 2C12]	Q99417	MYCBP
T74500	DI0004	Acidosis	[ICD-11: 5C73]	Q9UK17	KCND3