Compound ID	CDAMM01235
Common name	Butyl 3-O-caffeoylquinate
IUPAC name	butyl 3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,4,5-trihydroxycyclohexane-1-carboxylate
Molecular formula	C₂₀H₂₆O₉

Experimental data

Retention time	12.14
Adduct	[M+H]+
Actual mz	411.166
Theoretical mz	411.165
Error	1.03
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.805

Identifiers and class information

Inchi key	VNLREARKISTOAD-ALCCZGGFNA-N
Smiles	O=C(OC1CC(O)(C(=O)OCCCC)CC(O)C1O)C=CC2=CC=C(O)C(O)=C2
Superclass	Organic oxygen compounds
Class	Organooxygen compounds

Plant source

Cinnamomum verum J. Presl

External sources

HMDB ID	HMDB0034588
KNApSAcK ID	C00044603
FooDB ID	FDB013104
DrugBank ID
ChEBI ID
Pubchem Compound ID	78384630
PlantCyc ID
UNPD ID	UNPD12425
Coconut ID	CNP0181352
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	1
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)	13
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	410.42
Computed dipole moment(dipole)	7.791
Total solvent accessible surface area (SASA)	721.381
Hydrophobic component of SASA (FOSA)	299.915
Hydrophilic component of SASA (FISA)	274.214
Pie component of the SASA (PISA)	147.252
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1290.03
Number of hydrogen bond donors (donorHB)	5
Number of hydrogen bond acceptors (accptHB)	9.65
Free energy of solvation of dipole (dip^2/V)	0.0470492
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0299122
Globularity descriptor (glob)	0.794451
Predicted polarizability in cubic angstroms (QPpolrz)	38.532
Predicted hexadecane/gas partition coefficient (QPlogPC16)	14.369
Predicted octanol/gas partition coefficient (QPlogPoct)	25.97
Predicted water/gas partition coefficient (QPlogPw)	18.283
Predicted octanol/water partition coefficient (QPlogPo/w)	1.114
Predicted aqueous solubility (QPlogS)	-3.7
Conformation-independent predicted aqueous solubility (CIQPlogS)	-3.903
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.56
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	24.861
Predicted brain/blood partition coefficient (QPlogBB)	-3.117
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	9.122
Predicted skin permeability, log Kp (QPlogKp)	-4.806
PM3 calculated ionization potential (IP(ev))	9.169
PM3 calculated electron affinity (EA(eV))	1.098
Number of likely metabolic reactions (#metab)	5
Prediction of binding to human serum albumin (QPlogKhsa)	-0.397
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	58.443
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)	168.947
Number of nitrogen and oxygen atoms (#NandO)	9
Number of violations of Lipinski’s rule of five (RuleOfFive)	0
Number of violations of Jorgensen’s rule of three (RuleOfThree)	0

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
P02766	TTR	Transthyretin	T86462	SEA
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
P11388	TOP2A	DNA topoisomerase II alpha	T17048	SEA
P10636	MAPT	Microtubule-associated protein tau	T45593	SEA
Q04760	GLO1	Glyoxalase I	T88285	SEA
Q16236	NFE2L2	Nuclear factor erythroid 2-related factor 2	T88505	SEA
O43826	SLC37A4	Glucose-6-phosphate translocase	T47306	SEA
Q15466	NR0B2	Nuclear receptor subfamily 0 group B member 2	T89859	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T86462	DI0026	Amyloidosis	[ICD-11: 5D00]	P02766	TTR
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
T17048	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P11388	TOP2A
T17048	DI0225	Kaposi sarcoma	[ICD-11: 2B57]	P11388	TOP2A
T17048	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P11388	TOP2A
T45593	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P10636	MAPT
T45593	DI0025	Alzheimer disease	[ICD-11: 8A20]	P10636	MAPT
T45593	DI0265	Mild neurocognitive disorder	[ICD-11: 6D71]	P10636	MAPT
T88285	DI0210	Influenza	[ICD-11: 1E30-1E32]	Q04760	GLO1
T88505	DI0038	Ataxic disorder	[ICD-11: 8A03]	Q16236	NFE2L2