Compound ID	CDAMM00449
Common name	Trigonotin C;(+)-Trigonotin C
IUPAC name	8,20-dihydroxy-5-(4-hydroxy-3-methoxyphenyl)-19-(hydroxymethyl)-7,9-dimethoxy-19-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,15,18-trioxatetracyclo[15.2.1.04,13.06,11]icosa-6,8,10,12-tetraene-3,14-dione
Molecular formula	C₃₃H₃₈O₁₈

Experimental data

Retention time	15.31
Adduct	[M+H]+
Actual mz	723.209
Theoretical mz	723.213
Error	5.64
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.989

Identifiers and class information

Inchi key	VZLIQNLXUYMNAA-UZLOGRJRNA-N
Smiles	O=C1OCC2OC(OC3OC(CO)C(O)C(O)C3O)(CO)C(OC(=O)C4C1=CC=5C=C(OC)C(O)=C(OC)C5C4C6=CC=C(O)C(OC)=C6)C2O
Superclass	Lignans, neolignans and related compounds
Class	Lignan glycosides

Plant source

Centella asiatica (L.) Urban

External sources

HMDB ID
KNApSAcK ID	C00040563
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	162979884
PlantCyc ID
UNPD ID	UNPD38933
Coconut ID	CNP0251934
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	7
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)	15
Number of reactive functional groups (#rtvFG)	4
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	722.652
Computed dipole moment(dipole)	8.537
Total solvent accessible surface area (SASA)	821.976
Hydrophobic component of SASA (FOSA)	444.807
Hydrophilic component of SASA (FISA)	295.192
Pie component of the SASA (PISA)	81.977
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1738.65
Number of hydrogen bond donors (donorHB)	8
Number of hydrogen bond acceptors (accptHB)	21.15
Free energy of solvation of dipole (dip^2/V)	0.0419206
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0727773
Globularity descriptor (glob)	0.850707
Predicted polarizability in cubic angstroms (QPpolrz)	54.578
Predicted hexadecane/gas partition coefficient (QPlogPC16)	18.422
Predicted octanol/gas partition coefficient (QPlogPoct)	42.487
Predicted water/gas partition coefficient (QPlogPw)	33.503
Predicted octanol/water partition coefficient (QPlogPo/w)	-0.78
Predicted aqueous solubility (QPlogS)	-2.34
Conformation-independent predicted aqueous solubility (CIQPlogS)	-5.833
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.339
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	15.725
Predicted brain/blood partition coefficient (QPlogBB)	-3.06
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	5.56
Predicted skin permeability, log Kp (QPlogKp)	-5.231
PM3 calculated ionization potential (IP(ev))	8.578
PM3 calculated electron affinity (EA(eV))	0.818
Number of likely metabolic reactions (#metab)	13
Prediction of binding to human serum albumin (QPlogKhsa)	-0.951
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	4.921
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)	256.69
Number of nitrogen and oxygen atoms (#NandO)	18
Number of violations of Lipinski’s rule of five (RuleOfFive)	3
Number of violations of Jorgensen’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
P11926	ODC1	Ornithine decarboxylase	T60366	SEA
P60568	IL2	Interleukin-2	T61698	SEA
P14679	TYR	Tyrosinase	T97035	SEA
Q9NZ08	ERAP1	Endoplasmic reticulum aminopeptidase 1	T72849	SEA
P05231	IL6	Interleukin-6	T32578	SEA
Q8N183	NDUFAF2	HUMAN NADH:ubiquinone oxidoreductase complex assembly factor 2	T01453	SEA
Q9P0J0	NDUFA13	Mitochondrial complex I	T82391	SEA
Q9Y6M9	NDUFB9	HUMAN NADH:ubiquinone oxidoreductase subunit B9	T01465	SEA
Q8N183	NDUFAF2	HUMAN NADH:ubiquinone oxidoreductase complex assembly factor 2	T01453	SEA
P03897	MT-ND3	NADH dehydrogenase	T77195	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
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
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
T82391	DI0069	Cardiomyopathy	[ICD-11: BC43]	Q9P0J0	NDUFA13
T77195	DI0331	Parkinsonism	[ICD-11: 8A00]	P03897	MT-ND3