Compound ID	CDAMM01025
Common name	Acalyphin
IUPAC name	2-hydroxy-4-methoxy-1-methyl-6-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2H-pyridine-3-carbonitrile
Molecular formula	C₁₄H₂₀N₂O₉

Experimental data

Retention time	0.44
Adduct	[M+NH4]+
Actual mz	378.147
Theoretical mz	378.151
Error	10.64
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.8351

Identifiers and class information

Inchi key	QZRKNNXRNBTODR-JGOXSDGCNA-N
Smiles	N#CC1(OC2OC(CO)C(O)C(O)C2O)C(OC)=CC(=O)N(C)C1O
Superclass	Organic oxygen compounds
Class	Organooxygen compounds

Plant source

Cinnamomum verum J. Presl

External sources

HMDB ID
KNApSAcK ID	C00001436
FooDB ID
DrugBank ID
ChEBI ID	CHEBI:2372
Pubchem Compound ID	435918
PlantCyc ID
UNPD ID	UNPD50968
Coconut ID	CNP0110225
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)	10
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	360.32
Computed dipole moment(dipole)	4.455
Total solvent accessible surface area (SASA)	548.434
Hydrophobic component of SASA (FOSA)	256.307
Hydrophilic component of SASA (FISA)	270.994
Pie component of the SASA (PISA)	21.133
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1015.51
Number of hydrogen bond donors (donorHB)	5
Number of hydrogen bond acceptors (accptHB)	16.2
Free energy of solvation of dipole (dip^2/V)	0.0195415
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0660504
Globularity descriptor (glob)	0.890902
Predicted polarizability in cubic angstroms (QPpolrz)	28.268
Predicted hexadecane/gas partition coefficient (QPlogPC16)	10.999
Predicted octanol/gas partition coefficient (QPlogPoct)	25.681
Predicted water/gas partition coefficient (QPlogPw)	24.1
Predicted octanol/water partition coefficient (QPlogPo/w)	-2.389
Predicted aqueous solubility (QPlogS)	-2.094
Conformation-independent predicted aqueous solubility (CIQPlogS)	-1.913
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-3.398
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	26.673
Predicted brain/blood partition coefficient (QPlogBB)	-2.315
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	9.843
Predicted skin permeability, log Kp (QPlogKp)	-5.479
PM3 calculated ionization potential (IP(ev))	9.675
PM3 calculated electron affinity (EA(eV))	0.695
Number of likely metabolic reactions (#metab)	5
Prediction of binding to human serum albumin (QPlogKhsa)	-1.251
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	25.52
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)	177.931
Number of nitrogen and oxygen atoms (#NandO)	11
Number of violations of Lipinski’s rule of five (RuleOfFive)	1
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
P32320	CDA	Cytidine deaminase (by homology)	T79027	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
P60568	IL2	Interleukin-2	T61698	SEA
P17931	LGALS3	Galectin-3	T72038	SEA
P14679	TYR	Tyrosinase	T97035	SEA
Q9NZ08	ERAP1	Endoplasmic reticulum aminopeptidase 1	T72849	SEA
Q15391	P2RY14	Purinergic receptor P2Y14	T16555	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
T79027	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P32320	CDA
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
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