Compound ID	CDAMM00537
Common name	Radicamine A
IUPAC name	2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol
Molecular formula	C₁₂H₁₇NO₅

Experimental data

Retention time	6.65
Adduct	[2M+K]+
Actual mz	549.185
Theoretical mz	549.185
Error	0.62
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.5683

Identifiers and class information

Inchi key	NEAQPVOYHYPSER-XIVRPHMZNA-N
Smiles	OC1=CC(=CC=C1OC)C2NC(CO)C(O)C2O
Superclass	Organoheterocyclic compounds
Class	Pyrrolidines

Plant source

Piper longum L.

Cinnamomum tamala (Buch.-Ham.) T.Nees & C.H.Eberm.

External sources

HMDB ID
KNApSAcK ID	C00031122
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	75073361
PlantCyc ID
UNPD ID	UNPD153357
Coconut ID	CNP0283824
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	0
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)	6
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	255.27
Computed dipole moment(dipole)	5.956
Total solvent accessible surface area (SASA)	481.438
Hydrophobic component of SASA (FOSA)	190.129
Hydrophilic component of SASA (FISA)	197.33
Pie component of the SASA (PISA)	93.979
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	821.848
Number of hydrogen bond donors (donorHB)	5
Number of hydrogen bond acceptors (accptHB)	8.1
Free energy of solvation of dipole (dip^2/V)	0.043164
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.037621
Globularity descriptor (glob)	0.881358
Predicted polarizability in cubic angstroms (QPpolrz)	23.781
Predicted hexadecane/gas partition coefficient (QPlogPC16)	9.1
Predicted octanol/gas partition coefficient (QPlogPoct)	19.863
Predicted water/gas partition coefficient (QPlogPw)	16.837
Predicted octanol/water partition coefficient (QPlogPo/w)	-0.901
Predicted aqueous solubility (QPlogS)	-0.656
Conformation-independent predicted aqueous solubility (CIQPlogS)	-0.8
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.626
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	33.229
Predicted brain/blood partition coefficient (QPlogBB)	-1.093
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	13.809
Predicted skin permeability, log Kp (QPlogKp)	-6.312
PM3 calculated ionization potential (IP(ev))	9.104
PM3 calculated electron affinity (EA(eV))	0.134
Number of likely metabolic reactions (#metab)	6
Prediction of binding to human serum albumin (QPlogKhsa)	-0.71
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	48.901
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)	111.333
Number of nitrogen and oxygen atoms (#NandO)	6
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	0
Number of violations of Jorgensenâ€™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
P10253	GAA	Lysosomal alpha-glucosidase (by homology)	T31514	SEA
P06280	GLA	Alpha-galactosidase A	T61339	SEA
P06280	GLA	Alpha-galactosidase A	T61339	SEA
P00491	PNP	Purine nucleoside phosphorylase	T78198	SEA
P11926	ODC1	Ornithine decarboxylase	T60366	SEA
P60568	IL2	Interleukin-2	T61698	SEA
Q16678	CYP1B1	Cytochrome P450 1B1	T92521	SEA
Q9H4B7	TUBB1	Tubulin beta-1 chain	T84397	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T31514	DI0201	Inborn carbohydrate metabolism error	[ICD-11: 5C51]	P10253	GAA
T61339	DI0201	Inborn carbohydrate metabolism error	[ICD-11: 5C51]	P06280	GLA
T61339	DI0201	Inborn carbohydrate metabolism error	[ICD-11: 5C51]	P06280	GLA
T78198	DI0120	Diabetes mellitus	[ICD-11: 5A10]	P00491	PNP
T78198	DI0167	Gout	[ICD-11: FA25]	P00491	PNP
T78198	DI0245	Malignant haematopoietic neoplasm	[ICD-11: 2B33]	P00491	PNP
T78198	DI0283	Mycosis fungoides	[ICD-11: 2B01]	P00491	PNP
T78198	DI0351	Psoriasis	[ICD-11: EA90]	P00491	PNP
T60366	DI0020	African trypanosomiasis	[ICD-11: 1F51]	P11926	ODC1
T61698	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P60568	IL2
T61698	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P60568	IL2
T84397	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q9H4B7	TUBB1