Compound ID	CDAMM00535
Common name	Paratunamide B;(-)-Paratunamide B
IUPAC name	4-ethenyl-7-[2-(3-hydroxy-2-oxo-1H-indol-3-yl)ethyl]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,5-tetrahydropyrano[3,4-c]pyridine-6,8-dione
Molecular formula	C₂₆H₃₀N₂O₁₁

Experimental data

Retention time	13.04
Adduct	[M+H]+
Actual mz	547.198
Theoretical mz	547.192
Error	10.1
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.088

Identifiers and class information

Inchi key	MWJJDCGSBJVCSS-WQDVERJFNA-N
Smiles	O=C1C2=COC(OC3OC(CO)C(O)C(O)C3O)C(C=C)C2CC(=O)N1CCC4(O)C(=O)NC=5C=CC=CC54
Superclass	Organic oxygen compounds
Class	Organooxygen compounds

Plant source

Piper longum L.

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

External sources

HMDB ID
KNApSAcK ID	C00041720
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	73240855
PlantCyc ID
UNPD ID	UNPD116809
Coconut ID	CNP0244073
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	3
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)	12
Number of reactive functional groups (#rtvFG)	2
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	546.53
Computed dipole moment(dipole)	3.988
Total solvent accessible surface area (SASA)	772.041
Hydrophobic component of SASA (FOSA)	254.233
Hydrophilic component of SASA (FISA)	315.636
Pie component of the SASA (PISA)	202.172
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1499.46
Number of hydrogen bond donors (donorHB)	6
Number of hydrogen bond acceptors (accptHB)	18.15
Free energy of solvation of dipole (dip^2/V)	0.0106046
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0575853
Globularity descriptor (glob)	0.82063
Predicted polarizability in cubic angstroms (QPpolrz)	48.08
Predicted hexadecane/gas partition coefficient (QPlogPC16)	17.087
Predicted octanol/gas partition coefficient (QPlogPoct)	35.384
Predicted water/gas partition coefficient (QPlogPw)	29.117
Predicted octanol/water partition coefficient (QPlogPo/w)	-0.954
Predicted aqueous solubility (QPlogS)	-2.737
Conformation-independent predicted aqueous solubility (CIQPlogS)	-3.871
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.399
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	10.063
Predicted brain/blood partition coefficient (QPlogBB)	-3.284
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	3.432
Predicted skin permeability, log Kp (QPlogKp)	-5.472
PM3 calculated ionization potential (IP(ev))	8.871
PM3 calculated electron affinity (EA(eV))	0.358
Number of likely metabolic reactions (#metab)	8
Prediction of binding to human serum albumin (QPlogKhsa)	-1.004
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	0.43
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)	222.36
Number of nitrogen and oxygen atoms (#NandO)	13
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	3
Number of violations of Jorgensenâ€™s rule of three (RuleOfThree)	2

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
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
P17931	LGALS3	Galectin-3	T72038	SEA
Q9NZ08	ERAP1	Endoplasmic reticulum aminopeptidase 1	T72849	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
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
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