Compound ID	CDAMM00704
Common name	Macaridine
IUPAC name	3-benzyl-1-hydroxy-2H-pyridine-4-carbaldehyde
Molecular formula	C₁₃H₁₃NO₂

Experimental data

Retention time	6.7
Adduct	[2M+Na]+
Actual mz	453.183
Theoretical mz	453.179
Error	8.79
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.3977

Identifiers and class information

Inchi key	PHSAQLJHWJOCBJ-UHFFFAOYSA-N
Smiles	O=CC=1C=CN(O)CC1CC=2C=CC=CC2
Superclass	Organoheterocyclic compounds
Class	Pyridines and derivatives

Plant source

Piper retrofractum Vahl

External sources

HMDB ID	HMDB0039455
KNApSAcK ID	C00037457
FooDB ID	FDB019054
DrugBank ID
ChEBI ID
Pubchem Compound ID	636583
PlantCyc ID
UNPD ID	UNPD174321
Coconut ID	CNP0275153
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	1
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)	4
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-1
Molecular weight (mol_MW)	215.251
Computed dipole moment(dipole)	3.278
Total solvent accessible surface area (SASA)	455.323
Hydrophobic component of SASA (FOSA)	57.991
Hydrophilic component of SASA (FISA)	127.769
Pie component of the SASA (PISA)	269.563
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	758.23
Number of hydrogen bond donors (donorHB)	1
Number of hydrogen bond acceptors (accptHB)	5.2
Free energy of solvation of dipole (dip^2/V)	0.0141674
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0114205
Globularity descriptor (glob)	0.883174
Predicted polarizability in cubic angstroms (QPpolrz)	24.196
Predicted hexadecane/gas partition coefficient (QPlogPC16)	8.312
Predicted octanol/gas partition coefficient (QPlogPoct)	12.228
Predicted water/gas partition coefficient (QPlogPw)	9.222
Predicted octanol/water partition coefficient (QPlogPo/w)	1.347
Predicted aqueous solubility (QPlogS)	-2.212
Conformation-independent predicted aqueous solubility (CIQPlogS)	-2.273
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.708
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	608.505
Predicted brain/blood partition coefficient (QPlogBB)	-0.77
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	289.178
Predicted skin permeability, log Kp (QPlogKp)	-2.541
PM3 calculated ionization potential (IP(ev))	7.871
PM3 calculated electron affinity (EA(eV))	0.479
Number of likely metabolic reactions (#metab)	3
Prediction of binding to human serum albumin (QPlogKhsa)	-0.431
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	84.668
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)	63.558
Number of nitrogen and oxygen atoms (#NandO)	3
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
P09960	LTA4H	Leukotriene A4 hydrolase	T03691	SEA
Q05940	SLC18A2	Synaptic vesicular amine transporter (by homology)	T48873	SEA
Q8N5Z0	AADAT	Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial	T82668	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T03691	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P09960	LTA4H
T48873	DI0079	Choreiform disorder	[ICD-11: 8A01]	Q05940	SLC18A2
T48873	DI0125	Dissociative neurological symptom disorder	[ICD-11: 6B60]	Q05940	SLC18A2
T48873	DI0129	Dystonic disorder	[ICD-11: 8A02]	Q05940	SLC18A2
T48873	DI0137	Essential hypertension	[ICD-11: BA00]	Q05940	SLC18A2
T48873	DI0190	Hypertension	[ICD-11: BA00-BA04]	Q05940	SLC18A2
T82668	DI0265	Mild neurocognitive disorder	[ICD-11: 6D71]	Q8N5Z0	AADAT
T82668	DI0370	Schizophrenia	[ICD-11: 6A20]	Q8N5Z0	AADAT