Compound ID	CDAMM00413
Common name	3-O-p-Coumaroylquinic acid
IUPAC name	(1R,3R,4S,5R)-1,3,4-trihydroxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxycyclohexane-1-carboxylic acid
Molecular formula	C₁₆H₁₈O₈

Experimental data

Retention time	27.809
Adduct	[M+H]+
Actual mz	339.11
Theoretical mz	339.107
Error	7.83
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.28

Identifiers and class information

Inchi key	BMRSEYFENKXDIS-QHAYPTCMSA-N
Smiles	C1[C@H]([C@@H]([C@@H](C[C@]1(C(=O)O)O)OC(=O)/C=C/C2=CC=C(C=C2)O)O)O
Superclass	Organic oxygen compounds
Class	Organooxygen compounds

Plant source

Baliospermum solanifolium (Burm.) Suresh

Convolvulus prostratus Forssk.

External sources

HMDB ID	HMDB0029681
KNApSAcK ID	C00029511
FooDB ID	FDB000236
DrugBank ID
ChEBI ID	CHEBI:15937
Pubchem Compound ID	9945785
PlantCyc ID	4-COUMAROYLQUINATE
UNPD ID	UNPD101888
Coconut ID
LipidMAPS ID
NANPDB ID	NANPDB_4813

Pharmacokinetic properties

Number of descriptor values(#stars)	0
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)	9
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	338.313
Computed dipole moment(dipole)	6.114
Total solvent accessible surface area (SASA)	587.385
Hydrophobic component of SASA (FOSA)	119.319
Hydrophilic component of SASA (FISA)	287.582
Pie component of the SASA (PISA)	180.485
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1027.56
Number of hydrogen bond donors (donorHB)	5
Number of hydrogen bond acceptors (accptHB)	8.9
Free energy of solvation of dipole (dip^2/V)	0.0363806
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0338807
Globularity descriptor (glob)	0.838394
Predicted polarizability in cubic angstroms (QPpolrz)	30.914
Predicted hexadecane/gas partition coefficient (QPlogPC16)	12.175
Predicted octanol/gas partition coefficient (QPlogPoct)	23.105
Predicted water/gas partition coefficient (QPlogPw)	18.421
Predicted octanol/water partition coefficient (QPlogPo/w)	0.405
Predicted aqueous solubility (QPlogS)	-2.602
Conformation-independent predicted aqueous solubility (CIQPlogS)	-2.873
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-3.2
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	4.703
Predicted brain/blood partition coefficient (QPlogBB)	-2.707
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	1.918
Predicted skin permeability, log Kp (QPlogKp)	-5.32
PM3 calculated ionization potential (IP(ev))	9.036
PM3 calculated electron affinity (EA(eV))	0.655
Number of likely metabolic reactions (#metab)	4
Prediction of binding to human serum albumin (QPlogKhsa)	-0.777
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	41.349
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)	166.216
Number of nitrogen and oxygen atoms (#NandO)	8
Number of violations of Lipinski’s rule of five (RuleOfFive)	0
Number of violations of Jorgensen’s rule of three (RuleOfThree)	1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
P05067	APP	Beta amyloid A4 protein	T87024	SEA
P43166	CA7	Carbonic anhydrase VII	T37541	SEA
P23280	CA6	Carbonic anhydrase VI	T06569	SEA
Q9ULX7	CA14	Carbonic anhydrase XIV	T31992	SEA
P15121	AKR1B1	Aldose reductase	T26623	SEA
P11926	ODC1	Ornithine decarboxylase	T60366	SEA
P13726	F3	Coagulation factor VII/tissue factor	T72702	SEA
P08183	ABCB1	P-glycoprotein 1	T25258	SEA
P16885	PLCG2	Phospholipase C-gamma-2	T93922	SEA
O43826	SLC37A4	Glucose-6-phosphate translocase	T47306	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T87024	DI0025	Alzheimer disease	[ICD-11: 8A20]	P05067	APP
T87024	DI0122	Diagnostic imaging	[ICD-11: N.A.]	P05067	APP
T06569	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	P23280	CA6
T06569	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	P23280	CA6
T31992	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	Q9ULX7	CA14
T31992	DI0204	Inborn metabolism deficiency	[ICD-11: 5C50-5C59]	Q9ULX7	CA14
T26623	DI0298	Neuropathy	[ICD-11: 8C0Z]	P15121	AKR1B1
T26623	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P15121	AKR1B1
T60366	DI0020	African trypanosomiasis	[ICD-11: 1F51]	P11926	ODC1
T72702	DI0075	Cervical cancer	[ICD-11: 2C77]	P13726	F3
T25258	DI0238	Lung cancer	[ICD-11: 2C25]	P08183	ABCB1