Compound ID	CDAMM02586
Common name	L-Canaline
IUPAC name	2-amino-4-aminooxybutanoic acid
Molecular formula	C₄H₁₀N₂O₃

Experimental data

Retention time	4.72
Adduct	[M+H]+
Actual mz	135.078
Theoretical mz	135.076
Error	9.8
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	8.7852

Identifiers and class information

Inchi key	FQPGMQABJNQLLF-VKHMYHEASA-N
Smiles	O=C(O)C(N)CCON
Superclass	Organic acids and derivatives
Class	Carboxylic acids and derivatives

Plant source

Convolvulus prostratus Forssk.

External sources

HMDB ID	HMDB0012251
KNApSAcK ID	C00001346
FooDB ID	FDB000504
DrugBank ID	DB02821
ChEBI ID
Pubchem Compound ID	4391006
PlantCyc ID	L-CANALINE
UNPD ID	UNPD87831
Coconut ID	CNP0325208
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	4
Number of non-conjugated amine groups (#amine)	1
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)	6
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	134.135
Computed dipole moment(dipole)	6.991
Total solvent accessible surface area (SASA)	321.906
Hydrophobic component of SASA (FOSA)	85.755
Hydrophilic component of SASA (FISA)	236.15
Pie component of the SASA (PISA)	0
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	488.617
Number of hydrogen bond donors (donorHB)	5
Number of hydrogen bond acceptors (accptHB)	5.2
Free energy of solvation of dipole (dip^2/V)	0.10003
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.036121
Globularity descriptor (glob)	0.932
Predicted polarizability in cubic angstroms (QPpolrz)	9.548
Predicted hexadecane/gas partition coefficient (QPlogPC16)	5.675
Predicted octanol/gas partition coefficient (QPlogPoct)	14.207
Predicted water/gas partition coefficient (QPlogPw)	13.221
Predicted octanol/water partition coefficient (QPlogPo/w)	-3.466
Predicted aqueous solubility (QPlogS)	0.334
Conformation-independent predicted aqueous solubility (CIQPlogS)	0.442
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-1.551
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	3.606
Predicted brain/blood partition coefficient (QPlogBB)	-1.212
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	1.592
Predicted skin permeability, log Kp (QPlogKp)	-7.358
PM3 calculated ionization potential (IP(ev))	10.312
PM3 calculated electron affinity (EA(eV))	-1.039
Number of likely metabolic reactions (#metab)	3
Prediction of binding to human serum albumin (QPlogKhsa)	-1.128
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	16.617
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)	113.448
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)	1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
P29475	NOS1	Nitric-oxide synthase, brain	T16117	SEA
P35228	NOS2	Nitric oxide synthase, inducible	T02703	SEA
P29474	NOS3	Nitric-oxide synthase, endothelial	T06046	SEA
P09960	LTA4H	Leukotriene A4 hydrolase	T03691	SEA
Q14833	GRM4	Metabotropic glutamate receptor 4	T99402	SEA
O00222	GRM8	Metabotropic glutamate receptor 8	T77548	SEA
P43005	SLC1A1	Excitatory amino acid transporter 3	T31721	SEA
P39086	GRIK1	Glutamate receptor ionotropic kainate 1	T73495	SEA
Q13002	GRIK2	Glutamate receptor ionotropic kainate 2	T58178	SEA
O15303	GRM6	Metabotropic glutamate receptor 6	T55956	SEA
P42261	GRIA1	Glutamate receptor ionotropic, AMPA 1	T33584	SEA
Q16478	GRIK5	Glutamate receptor ionotropic kainate 5	T87930	SEA
Q13003	GRIK3	Glutamate receptor ionotropic kainate 3	T68876	SEA
P42262	GRIA2	Glutamate receptor ionotropic, AMPA 2	T42392	SEA
Q9H4A4	RNPEP	Aminopeptidase B	T57818	SEA
P07101	TH	Tyrosine 3-hydroxylase	T62390	SEA
Q16719	KYNU	Kynureninase	T99912	SEA
Q07075	ENPEP	Aminopeptidase A	T31956	SEA
Q01650	SLC7A5	L-type amino acid transporter 1 (by homology)	T48330	SEA
P52732	KIF11	Kinesin-like protein 1	T28484	SEA
P05089	ARG1	Arginase-1 (by homology)	T63224	SEA
P12004	PCNA	Proliferating cell nuclear antigen	T21782	SEA
Q9UPY5	SLC7A11	Cystine/glutamate transporter	T11615	SEA
Q04609	FOLH1	Glutamate carboxypeptidase II	T97071	SEA
Q9BWQ3	ASCT2	Alanine/serine/cysteine transporter 2	T59493	SEA
P00480	OTC	Ornithine transcarbamylase	T52098	SEA
P42263	GRIA3	Glutamate receptor AMPA 3	T62391	SEA
Q16348	PEPT2	Solute carrier family 15 member 2	T52067	SEA
Q6ZQN7	SLCO4C1	Organic anion transporter M1	T36053	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T16117	DI0173	Headache	[ICD-11: 8A80-8A84]	P29475	NOS1
T16117	DI0264	Migraine	[ICD-11: 8A80]	P29475	NOS1
T02703	DI0083	Chronic kidney disease	[ICD-11: GB61]	P35228	NOS2
T02703	DI0320	Osteoarthritis	[ICD-11: FA00-FA05]	P35228	NOS2
T02703	DI0375	Sepsis	[ICD-11: 1G40-1G41]	P35228	NOS2
T02703	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P35228	NOS2
T06046	DI0287	Myocardial infarction	[ICD-11: BA41-BA43]	P29474	NOS3
T03691	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P09960	LTA4H
T99402	DI0331	Parkinsonism	[ICD-11: 8A00]	Q14833	GRM4
T73495	DI0134	Epilepsy/seizure	[ICD-11: 8A61-8A6Z]	P39086	GRIK1
T73495	DI0396	Substance abuse	[ICD-11: 6C40]	P39086	GRIK1
T33584	DI0298	Neuropathy	[ICD-11: 8C0Z]	P42261	GRIA1
T42392	DI0298	Neuropathy	[ICD-11: 8C0Z]	P42262	GRIA2
T62390	DI0019	Adrenomedullary hyperfunction	[ICD-11: 5A75]	P07101	TH
T62390	DI0306	Nutritional deficiency	[ICD-11: 5B50-5B71]	P07101	TH
T99912	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	Q16719	KYNU
T99912	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	Q16719	KYNU
T31956	DI0190	Hypertension	[ICD-11: BA00-BA04]	Q07075	ENPEP
T28484	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P52732	KIF11
T28484	DI0172	Head and neck cancer	[ICD-11: 2D42]	P52732	KIF11
T28484	DI0241	Lymphoma	[ICD-11: 2A80-2A86]	P52732	KIF11
T28484	DI0245	Malignant haematopoietic neoplasm	[ICD-11: 2B33]	P52732	KIF11
T28484	DI0274	Multiple myeloma	[ICD-11: 2A83]	P52732	KIF11
T28484	DI0321	Ovarian cancer	[ICD-11: 2C73]	P52732	KIF11
T28484	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P52732	KIF11
T28484	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P52732	KIF11
T63224	DI0258	Metabolism inborn error	[ICD-11: 5C50]	P05089	ARG1
T21782	DI0308	Obesity	[ICD-11: 5B80-5B81]	P12004	PCNA
T11615	DI0054	Body-focused behaviour disorder	[ICD-11: 6B25]	Q9UPY5	SLC7A11
T97071	DI0122	Diagnostic imaging	[ICD-11: N.A.]	Q04609	FOLH1
T97071	DI0346	Prostate cancer	[ICD-11: 2C82]	Q04609	FOLH1
T52098	DI0258	Metabolism inborn error	[ICD-11: 5C50]	P00480	OTC
T62391	DI0298	Neuropathy	[ICD-11: 8C0Z]	P42263	GRIA3
T36053	DI0068	Cardiac arrhythmia	[ICD-11: BC9Z]	Q6ZQN7	SLCO4C1
T36053	DI0175	Heart failure	[ICD-11: BD10-BD1Z]	Q6ZQN7	SLCO4C1