Compound ID	CDAMM03003
Common name	Gnemonol D
IUPAC name	4-[2-[3-[3-(3,5-dihydroxyphenyl)-4-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-6-yl]-4-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-6-yl]ethenyl]benzene-1,3-diol
Molecular formula	C₄₂H₃₂O₁₀

Experimental data

Retention time	2
Adduct	[M+2H]2+
Actual mz	349.107
Theoretical mz	349.107
Error	1.08
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.0012

Identifiers and class information

Inchi key	PPXPPHWJBRUHOB-YKJARINPNA-N
Smiles	OC1=CC=C(C=C1)C2OC3=CC(C=CC4=CC=C(O)C=C4O)=CC(O)=C3C2C5=CC(O)=C6C(OC(C7=CC=C(O)C=C7)C6C=8C=C(O)C=C(O)C8)=C5
Superclass	Phenylpropanoids and polyketides
Class	2-arylbenzofuran flavonoids

Plant source

Clitoria ternatea L.

External sources

HMDB ID
KNApSAcK ID	C00031827
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	85098433
PlantCyc ID
UNPD ID	UNPD123039
Coconut ID	CNP0186204
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	11
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)	11
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	696.709
Computed dipole moment(dipole)	6.396
Total solvent accessible surface area (SASA)	1060.08
Hydrophobic component of SASA (FOSA)	46.286
Hydrophilic component of SASA (FISA)	392.484
Pie component of the SASA (PISA)	621.313
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1977.28
Number of hydrogen bond donors (donorHB)	8
Number of hydrogen bond acceptors (accptHB)	7.5
Free energy of solvation of dipole (dip^2/V)	0.0206873
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0200109
Globularity descriptor (glob)	0.718683
Predicted polarizability in cubic angstroms (QPpolrz)	71.847
Predicted hexadecane/gas partition coefficient (QPlogPC16)	26.309
Predicted octanol/gas partition coefficient (QPlogPoct)	41.699
Predicted water/gas partition coefficient (QPlogPw)	25.844
Predicted octanol/water partition coefficient (QPlogPo/w)	5.042
Predicted aqueous solubility (QPlogS)	-9.375
Conformation-independent predicted aqueous solubility (CIQPlogS)	-11.746
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-9.047
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	1.879
Predicted brain/blood partition coefficient (QPlogBB)	-5.166
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	0.56
Predicted skin permeability, log Kp (QPlogKp)	-5.508
PM3 calculated ionization potential (IP(ev))	8.522
PM3 calculated electron affinity (EA(eV))	0.62
Number of likely metabolic reactions (#metab)	13
Prediction of binding to human serum albumin (QPlogKhsa)	1.274
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	22.496
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)	192.301
Number of nitrogen and oxygen atoms (#NandO)	10
Number of violations of Lipinski’s rule of five (RuleOfFive)	3
Number of violations of Jorgensen’s rule of three (RuleOfThree)	3

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
P20151	KLK2	Kallikrein 2	T01908	SEA
P15692	VEGFA	Vascular endothelial growth factor A	T20761	SEA
P49763	PGF	Placenta growth factor	T70792	SEA
P16152	CBR1	Carbonyl reductase [NADPH] 1	T70518	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T01908	DI0213	Innate/adaptive immunodeficiency	[ICD-11: 4A00]	P20151	KLK2
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
T70792	DI0095	Colorectal cancer	[ICD-11: 2B91]	P49763	PGF
T70518	DI0037	Asthma	[ICD-11: CA23]	P16152	CBR1