Compound ID	CDAMM00470
Common name	Casimiroin
IUPAC name	6-methoxy-9-methyl-[1,3]dioxolo[4,5-h]quinolin-8-one
Molecular formula	C₁₂H₁₁NO₄

Experimental data

Retention time	9.64
Adduct	[M+H]+
Actual mz	234.074
Theoretical mz	234.076
Error	8.44
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.6898

Identifiers and class information

Inchi key	DPXXJCMMMXZVSW-UHFFFAOYSA-N
Smiles	O=C1C=C(OC)C=2C=CC=3OCOC3C2N1C
Superclass	Organoheterocyclic compounds
Class	Quinolines and derivatives

Plant source

Piper longum L.

Cinnamomum verum J. Presl

External sources

HMDB ID	HMDB0033349
KNApSAcK ID	C00002146
FooDB ID	FDB011377
DrugBank ID	DB08744
ChEBI ID	CHEBI:3452
Pubchem Compound ID	124075
PlantCyc ID
UNPD ID	UNPD60227
Coconut ID	CNP0303727
LipidMAPS ID
NANPDB ID	NANPDB_3600

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)	0
Number of non-conjugated amide groups (#amide)	0
Number of rotatable bonds (#rotor)	1
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	1
Molecular weight (mol_MW)	233.223
Computed dipole moment(dipole)	4.464
Total solvent accessible surface area (SASA)	428.06
Hydrophobic component of SASA (FOSA)	237.152
Hydrophilic component of SASA (FISA)	54.542
Pie component of the SASA (PISA)	136.366
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	711.77
Number of hydrogen bond donors (donorHB)	0
Number of hydrogen bond acceptors (accptHB)	5.25
Free energy of solvation of dipole (dip^2/V)	0.0280018
Index of cohesive interaction in solids (ACxDN^.5/SA)	0
Globularity descriptor (glob)	0.900646
Predicted polarizability in cubic angstroms (QPpolrz)	22.991
Predicted hexadecane/gas partition coefficient (QPlogPC16)	6.288
Predicted octanol/gas partition coefficient (QPlogPoct)	10.124
Predicted water/gas partition coefficient (QPlogPw)	6.998
Predicted octanol/water partition coefficient (QPlogPo/w)	1.164
Predicted aqueous solubility (QPlogS)	-1.417
Conformation-independent predicted aqueous solubility (CIQPlogS)	-2.305
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-3.79
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	3010.79
Predicted brain/blood partition coefficient (QPlogBB)	0.055
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	1628.35
Predicted skin permeability, log Kp (QPlogKp)	-1.948
PM3 calculated ionization potential (IP(ev))	8.83
PM3 calculated electron affinity (EA(eV))	0.706
Number of likely metabolic reactions (#metab)	1
Prediction of binding to human serum albumin (QPlogKhsa)	-0.763
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	96.024
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)	53.494
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
P16083	NQO2	Quinone reductase 2	T75498	SEA
P41595	HTR2B	Serotonin 2b (5-HT2b) receptor	T31204	SEA
P11926	ODC1	Ornithine decarboxylase	T60366	SEA
P11511	CYP19A1	Cytochrome P450 19A1	T13260	SwissTargetPrediction and SEA
P25101	EDNRA	Endothelin receptor ET-A	T23499	SEA
O76074	PDE5A	Phosphodiesterase 5A	T07663	SEA
P24530	EDNRB	Endothelin receptor ET-B	T92828	SEA
Q92630	DYRK2	Dual-specificity tyrosine-phosphorylation regulated kinase 2	T39486	SEA
P12259	F5	Coagulation factor V	T37510	SEA
P51843	NR0B1	Orphan nuclear receptor DAX-1	T23191	SEA
Q7RTX1	TAS1R1	Taste receptor	T41263	SEA
P43354	NR4A2	Orphan nuclear receptor NURR1	T67163	SEA
Q15717	ELAVL1	ELAV-like protein 1	T78349	SEA
Q02880	TOP2B	DNA topoisomerase II beta	T85733	SEA
P04271	S100B	S100 calcium-binding protein B	T87206	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T75498	DI0214	Insomnia	[ICD-11: 7A00-7A0Z]	P16083	NQO2
T31204	DI0040	Attention deficit hyperactivity disorder	[ICD-11: 6A05]	P41595	HTR2B
T31204	DI0117	Depression	[ICD-11: 6A70-6A7Z]	P41595	HTR2B
T31204	DI0337	Pituitary gland disorder	[ICD-11: 5A60-5A61]	P41595	HTR2B
T31204	DI0354	Psychotic disorder	[ICD-11: 6A20-6A25]	P41595	HTR2B
T60366	DI0020	African trypanosomiasis	[ICD-11: 1F51]	P11926	ODC1
T13260	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P11511	CYP19A1
T13260	DI0108	Cushing syndrome	[ICD-11: 5A70]	P11511	CYP19A1
T23499	DI0070	Cardiovascular disease	[ICD-11: BA00-BE2Z]	P25101	EDNRA
T23499	DI0356	Pulmonary hypertension	[ICD-11: BB01]	P25101	EDNRA
T23499	DI0425	Urinary system clinical symptom	[ICD-11: MF8Y]	P25101	EDNRA
T07663	DI0190	Hypertension	[ICD-11: BA00-BA04]	O76074	PDE5A
T07663	DI0213	Innate/adaptive immunodeficiency	[ICD-11: 4A00]	O76074	PDE5A
T07663	DI0378	Sexual dysfunction	[ICD-11: HA00-HA01]	O76074	PDE5A
T07663	DI0411	Tonus and reflex abnormality	[ICD-11: MB47]	O76074	PDE5A
T92828	DI0070	Cardiovascular disease	[ICD-11: BA00-BE2Z]	P24530	EDNRB
T92828	DI0356	Pulmonary hypertension	[ICD-11: BB01]	P24530	EDNRB
T37510	DI0073	Cerebral ischaemia	[ICD-11: 8B1Z]	P12259	F5
T37510	DI0375	Sepsis	[ICD-11: 1G40-1G41]	P12259	F5
T41263	DI0078	Cholera	[ICD-11: 1A00]	Q7RTX1	TAS1R1
T85733	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	Q02880	TOP2B
T85733	DI0076	Chemoprotection	[ICD-11: N.A.]	Q02880	TOP2B
T87206	DI0219	Ischaemic/haemorrhagic stroke	[ICD-11: 8B20]	P04271	S100B