Compound ID	CDAMM00736
Common name	Fagovatin
IUPAC name	5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]chromen-4-one
Molecular formula	C₂₈H₃₂O₁₄

Experimental data

Retention time	7.47
Adduct	[M+H]+
Actual mz	593.185
Theoretical mz	593.186
Error	2.83
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.9649

Identifiers and class information

Inchi key	ZBKDBLKCYAECJH-DKRMWIEJNA-N
Smiles	O=C1C=C(OC=2C=C(OC)C(=C(O)C12)C3OC(COC4OC(C)C(O)C(O)C4O)C(O)C(O)C3O)C=5C=CC(O)=CC5
Superclass	Phenylpropanoids and polyketides
Class	Flavonoids

Plant source

Piper retrofractum Vahl

External sources

HMDB ID
KNApSAcK ID	C00006266
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	13915694
PlantCyc ID
UNPD ID	UNPD132692
Coconut ID	CNP0250188
LipidMAPS ID	LMPK12110987
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	6
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)	592.552
Computed dipole moment(dipole)	9.488
Total solvent accessible surface area (SASA)	848.157
Hydrophobic component of SASA (FOSA)	317.355
Hydrophilic component of SASA (FISA)	312.266
Pie component of the SASA (PISA)	218.536
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1610.3
Number of hydrogen bond donors (donorHB)	7
Number of hydrogen bond acceptors (accptHB)	19.05
Free energy of solvation of dipole (dip^2/V)	0.0559058
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0594248
Globularity descriptor (glob)	0.783357
Predicted polarizability in cubic angstroms (QPpolrz)	52.672
Predicted hexadecane/gas partition coefficient (QPlogPC16)	18.591
Predicted octanol/gas partition coefficient (QPlogPoct)	39.424
Predicted water/gas partition coefficient (QPlogPw)	31.74
Predicted octanol/water partition coefficient (QPlogPo/w)	-0.845
Predicted aqueous solubility (QPlogS)	-3.49
Conformation-independent predicted aqueous solubility (CIQPlogS)	-4.496
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-6.08
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	10.831
Predicted brain/blood partition coefficient (QPlogBB)	-3.552
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	3.716
Predicted skin permeability, log Kp (QPlogKp)	-5.353
PM3 calculated ionization potential (IP(ev))	8.857
PM3 calculated electron affinity (EA(eV))	0.465
Number of likely metabolic reactions (#metab)	11
Prediction of binding to human serum albumin (QPlogKhsa)	-1.029
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	1.64
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)	225.363
Number of nitrogen and oxygen atoms (#NandO)	14
Number of violations of Lipinski’s rule of five (RuleOfFive)	3
Number of violations of Jorgensen’s rule of three (RuleOfThree)	2

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
P43166	CA7	Carbonic anhydrase VII	T37541	SEA
P22748	CA4	Carbonic anhydrase IV	T53378	SEA
P15121	AKR1B1	Aldose reductase	T26623	SEA
P11926	ODC1	Ornithine decarboxylase	T60366	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
P16109	SELP	P-selectin	T10965	SEA
P14151	SELL	Leukocyte adhesion molecule-1	T60526	SEA
P60568	IL2	Interleukin-2	T61698	SEA
P49763	PGF	Placenta growth factor	T70792	SEA
Q9NUW8	TDP1	Tyrosyl-DNA phosphodiesterase 1	T33492	SEA
Q9UNQ0	ABCG2	ATP-binding cassette sub-family G member 2	T56556	SEA
Q9NPH5	NOX4	NADPH oxidase 4	T29741	SEA
Q9GZQ4	NMUR2	Neuromedin-U receptor 2	T04210	SEA
P47989	XDH	Xanthine dehydrogenase	T40954	SEA
Q16678	CYP1B1	Cytochrome P450 1B1	T92521	SEA
P16152	CBR1	Carbonyl reductase [NADPH] 1	T70518	SEA
Q13332	PTPRS	Receptor-type tyrosine-protein phosphatase S	T10147	SEA
Q9NZ08	ERAP1	Endoplasmic reticulum aminopeptidase 1	T72849	SEA
P05231	IL6	Interleukin-6	T32578	SEA
Q99417	MYCBP	MYCBP messenger RNA	T37298	SEA
P16220	CREB1	Cyclic AMP-responsive element-binding protein	T92098	SEA
P30837	ALDH1B1	Acetaldehyde dehydrogenase	T99641	SEA
Q96HK3	CALM	Calmodulin	T39610	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
T53378	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	P22748	CA4
T53378	DI0166	Glaucoma	[ICD-11: 9C61]	P22748	CA4
T53378	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	P22748	CA4
T26623	DI0298	Neuropathy	[ICD-11: 8C0Z]	P15121	AKR1B1
T26623	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P15121	AKR1B1
T60366	DI0020	African trypanosomiasis	[ICD-11: 1F51]	P11926	ODC1
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
T10965	DI0088	Circulatory system disease	[ICD-11: BE2Z]	P16109	SELP
T10965	DI0381	Sickle-cell disorder	[ICD-11: 3A51]	P16109	SELP
T60526	DI0037	Asthma	[ICD-11: CA23]	P14151	SELL
T60526	DI0088	Circulatory system disease	[ICD-11: BE2Z]	P14151	SELL
T61698	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P60568	IL2
T61698	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P60568	IL2
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
T70518	DI0037	Asthma	[ICD-11: CA23]	P16152	CBR1
T10147	DI0057	Bone paget disease	[ICD-11: FB85]	Q13332	PTPRS
T32578	DI0028	Anemia	[ICD-11: 3A00-3A9Z]	P05231	IL6
T37298	DI0235	Liver cancer	[ICD-11: 2C12]	Q99417	MYCBP
T99641	DI0396	Substance abuse	[ICD-11: 6C40]	P30837	ALDH1B1
T39610	DI0068	Cardiac arrhythmia	[ICD-11: BC9Z]	Q96HK3	CALM
T39610	DI0243	Malaria	[ICD-11: 1F40-1F45]	Q96HK3	CALM
T39610	DI0370	Schizophrenia	[ICD-11: 6A20]	Q96HK3	CALM
T74500	DI0004	Acidosis	[ICD-11: 5C73]	Q9UK17	KCND3