Compound ID	CDAMM00383
Common name	Zinolol
IUPAC name	(2S,3R,4S,5S,6R)-2-[2,5-dihydroxy-3-(methylaminomethyl)phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular formula	C₁₄H₂₁NO₈

Experimental data

Retention time	7.324
Adduct	[M+H]+
Actual mz	332.134
Theoretical mz	332.134
Error	1.52
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.77

Identifiers and class information

Inchi key	XDRANPRXTFIDRB-PPTNFGOFNA-N
Smiles	OC=1C=C(OC2OC(CO)C(O)C(O)C2O)C(O)=C(C1)CNC
Superclass	Organic oxygen compounds
Class	Organooxygen compounds

Plant source

Phyllanthus urinaria L.

External sources

HMDB ID
KNApSAcK ID	C00032550
FooDB ID
DrugBank ID
ChEBI ID	CHEBI:66506
Pubchem Compound ID	16216016
PlantCyc ID
UNPD ID	UNPD105633
Coconut ID
LipidMAPS ID
NANPDB ID	NANPDB_3410

Pharmacokinetic properties

Number of descriptor values(#stars)	2
Number of non-conjugated amine groups (#amine)	1
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)	11
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	331.322
Computed dipole moment(dipole)	3.051
Total solvent accessible surface area (SASA)	584.604
Hydrophobic component of SASA (FOSA)	242.434
Hydrophilic component of SASA (FISA)	274.369
Pie component of the SASA (PISA)	67.801
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1012.45
Number of hydrogen bond donors (donorHB)	7
Number of hydrogen bond acceptors (accptHB)	12.25
Free energy of solvation of dipole (dip^2/V)	0.009197
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.05544
Globularity descriptor (glob)	0.834103
Predicted polarizability in cubic angstroms (QPpolrz)	27.949
Predicted hexadecane/gas partition coefficient (QPlogPC16)	11.585
Predicted octanol/gas partition coefficient (QPlogPoct)	26.076
Predicted water/gas partition coefficient (QPlogPw)	23.345
Predicted octanol/water partition coefficient (QPlogPo/w)	-2.052
Predicted aqueous solubility (QPlogS)	-0.602
Conformation-independent predicted aqueous solubility (CIQPlogS)	-0.732
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.266
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	6.18
Predicted brain/blood partition coefficient (QPlogBB)	-2.33
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	2.241
Predicted skin permeability, log Kp (QPlogKp)	-7.344
PM3 calculated ionization potential (IP(ev))	8.493
PM3 calculated electron affinity (EA(eV))	-0.26
Number of likely metabolic reactions (#metab)	8
Prediction of binding to human serum albumin (QPlogKhsa)	-1.076
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	16.129
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)	159.765
Number of nitrogen and oxygen atoms (#NandO)	9
Number of violations of Lipinski’s rule of five (RuleOfFive)	1
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
O43570	CA12	Carbonic anhydrase XII	T16987	SEA
Q16790	CA9	Carbonic anhydrase IX	T64567	SEA
O43451	MGAM	Maltase-glucoamylase	T92777	SwissTargetPrediction
P39086	GRIK1	Glutamate receptor ionotropic kainate 1	T73495	SwissTargetPrediction
Q13002	GRIK2	Glutamate receptor ionotropic kainate 2	T58178	SwissTargetPrediction
Q13003	GRIK3	Glutamate receptor ionotropic kainate 3	T68876	SwissTargetPrediction
P15121	AKR1B1	Aldose reductase	T26623	SwissTargetPrediction
P11387	TOP1	DNA topoisomerase I	T09826	SEA
P15692	VEGFA	Vascular endothelial growth factor A	T20761	SEA
P05230	FGF1	Acidic fibroblast growth factor	T18639	SEA
P09038	FGF2	Basic fibroblast growth factor	T31621	SEA
P01112	HRAS	Transforming protein p21/H-Ras-1	T71081	SEA
P60568	IL2	Interleukin-2	T61698	SEA
Q9NUW8	TDP1	Tyrosyl-DNA phosphodiesterase 1	T33492	SEA
P17931	LGALS3	Galectin-3	T72038	SEA
P04746	AMY2A	Pancreatic alpha-amylase	T86918	SEA
P14679	TYR	Tyrosinase	T97035	SEA
Q9GZQ4	NMUR2	Neuromedin-U receptor 2	T04210	SEA
Q9NZ08	ERAP1	Endoplasmic reticulum aminopeptidase 1	T72849	SEA
P05231	IL6	Interleukin-6	T32578	SEA
P30837	ALDH1B1	Acetaldehyde dehydrogenase	T99641	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T16987	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	O43570	CA12
T16987	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	O43570	CA12
T64567	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q16790	CA9
T92777	DI0009	Acute diabete complication	[ICD-11: 5A2Y]	O43451	MGAM
T92777	DI0201	Inborn carbohydrate metabolism error	[ICD-11: 5C51]	O43451	MGAM
T73495	DI0134	Epilepsy/seizure	[ICD-11: 8A61-8A6Z]	P39086	GRIK1
T73495	DI0396	Substance abuse	[ICD-11: 6C40]	P39086	GRIK1
T26623	DI0298	Neuropathy	[ICD-11: 8C0Z]	P15121	AKR1B1
T26623	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P15121	AKR1B1
T09826	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	P11387	TOP1
T09826	DI0095	Colorectal cancer	[ICD-11: 2B91]	P11387	TOP1
T09826	DI0238	Lung cancer	[ICD-11: 2C25]	P11387	TOP1
T09826	DI0321	Ovarian cancer	[ICD-11: 2C73]	P11387	TOP1
T09826	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P11387	TOP1
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
T18639	DI0081	Chronic arterial occlusive disease	[ICD-11: BD4Z]	P05230	FGF1
T18639	DI0102	Coronary atherosclerosis	[ICD-11: BA52]	P05230	FGF1
T31621	DI0005	Acne vulgaris	[ICD-11: ED80]	P09038	FGF2
T61698	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P60568	IL2
T61698	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P60568	IL2
T72038	DI0190	Hypertension	[ICD-11: BA00-BA04]	P17931	LGALS3
T72038	DI0199	Idiopathic interstitial pneumonitis	[ICD-11: CB03]	P17931	LGALS3
T72038	DI0252	Melanoma	[ICD-11: 2C30]	P17931	LGALS3
T72038	DI0302	Non-alcoholic fatty liver disease	[ICD-11: DB92]	P17931	LGALS3
T72038	DI0351	Psoriasis	[ICD-11: EA90]	P17931	LGALS3
T86918	DI0110	Cystic fibrosis	[ICD-11: CA25]	P04746	AMY2A
T86918	DI0328	Pancreatic malfunction	[ICD-11: DC30-DC3Z]	P04746	AMY2A
T97035	DI0007	Acquired hypermelanosis	[ICD-11: ED60]	P14679	TYR
T97035	DI0008	Acquired hypomelanotic disorder	[ICD-11: ED63]	P14679	TYR
T32578	DI0028	Anemia	[ICD-11: 3A00-3A9Z]	P05231	IL6
T99641	DI0396	Substance abuse	[ICD-11: 6C40]	P30837	ALDH1B1