Compound ID	CDAMM02766
Common name	6\'\'-O-Malonylnaringin
IUPAC name	3-[[3,4-dihydroxy-6-[[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]methoxy]-3-oxopropanoic acid
Molecular formula	C₃₀H₃₄O₁₇

Experimental data

Retention time	12.57
Adduct	[M+H]+
Actual mz	667.178
Theoretical mz	667.187
Error	14.05
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.5452

Identifiers and class information

Inchi key	YCOQCRMFNLZUCL-UHFFFAOYNA-N
Smiles	O=C(O)CC(=O)OCC1OC(OC2=CC(O)=C3C(=O)CC(OC3=C2)C4=CC=C(O)C=C4)C(OC5OC(C)C(O)C(O)C5O)C(O)C1O
Superclass	Phenylpropanoids and polyketides
Class	Flavonoids

Plant source

Convolvulus prostratus Forssk.

External sources

HMDB ID	HMDB0039776
KNApSAcK ID	C00008530
FooDB ID	FDB019425
DrugBank ID
ChEBI ID
Pubchem Compound ID	74819370
PlantCyc ID
UNPD ID	UNPD151665
Coconut ID	CNP0379103
LipidMAPS ID	LMPK12140255
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)	1
Number of non-conjugated amide groups (#amide)	0
Number of rotatable bonds (#rotor)	15
Number of reactive functional groups (#rtvFG)	3
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	666.588
Computed dipole moment(dipole)	10.253
Total solvent accessible surface area (SASA)	913.519
Hydrophobic component of SASA (FOSA)	281.909
Hydrophilic component of SASA (FISA)	436.534
Pie component of the SASA (PISA)	195.075
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1768.71
Number of hydrogen bond donors (donorHB)	6
Number of hydrogen bond acceptors (accptHB)	20.6
Free energy of solvation of dipole (dip^2/V)	0.0594297
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0552364
Globularity descriptor (glob)	0.774257
Predicted polarizability in cubic angstroms (QPpolrz)	56.861
Predicted hexadecane/gas partition coefficient (QPlogPC16)	20.553
Predicted octanol/gas partition coefficient (QPlogPoct)	40.818
Predicted water/gas partition coefficient (QPlogPw)	31.983
Predicted octanol/water partition coefficient (QPlogPo/w)	-0.824
Predicted aqueous solubility (QPlogS)	-3.412
Conformation-independent predicted aqueous solubility (CIQPlogS)	-5.196
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.308
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	0.182
Predicted brain/blood partition coefficient (QPlogBB)	-5.195
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	0.057
Predicted skin permeability, log Kp (QPlogKp)	-7.437
PM3 calculated ionization potential (IP(ev))	9.331
PM3 calculated electron affinity (EA(eV))	0.459
Number of likely metabolic reactions (#metab)	10
Prediction of binding to human serum albumin (QPlogKhsa)	-1.269
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	0
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)	293.136
Number of nitrogen and oxygen atoms (#NandO)	17
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
P11511	CYP19A1	Cytochrome P450 19A1	T13260	SwissTargetPrediction
P20151	KLK2	Kallikrein 2	T01908	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
P04746	AMY2A	Pancreatic alpha-amylase	T86918	SEA
P14679	TYR	Tyrosinase	T97035	SEA
Q9GZQ4	NMUR2	Neuromedin-U receptor 2	T04210	SEA
P47989	XDH	Xanthine dehydrogenase	T40954	SEA
Q16678	CYP1B1	Cytochrome P450 1B1	T92521	SEA
P16152	CBR1	Carbonyl reductase [NADPH] 1	T70518	SEA
P30837	ALDH1B1	Acetaldehyde dehydrogenase	T99641	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T13260	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P11511	CYP19A1
T13260	DI0108	Cushing syndrome	[ICD-11: 5A70]	P11511	CYP19A1
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
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
T86918	DI0110	Cystic fibrosis	[ICD-11: CA25]	P04746	AMY2A
T86918	DI0328	Pancreatic malfunction	[ICD-11: DC30-DC3Z]	P04746	AMY2A
T97035	DI0007	Acquired hypermelanosis	[ICD-11: ED60]	P14679	TYR
T97035	DI0008	Acquired hypomelanotic disorder	[ICD-11: ED63]	P14679	TYR
T40954	DI0206	Inborn purine/pyrimidine/nucleotide metabolism error	[ICD-11: 5C55]	P47989	XDH
T40954	DI0266	Mineral deficiency	[ICD-11: 5B5K]	P47989	XDH
T70518	DI0037	Asthma	[ICD-11: CA23]	P16152	CBR1
T99641	DI0396	Substance abuse	[ICD-11: 6C40]	P30837	ALDH1B1