Compound ID	CDAMM01001
Common name	Citronellyl cinnamate
IUPAC name	3,7-dimethyloct-6-enyl 3-phenylprop-2-enoate
Molecular formula	C₁₉H₂₆O₂

Experimental data

Retention time	16.94
Adduct	[2M+H]+
Actual mz	573.386
Theoretical mz	573.393
Error	12.17
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.0775

Identifiers and class information

Inchi key	KMXKQELDKDGFRN-OUKQBFOZNA-N
Smiles	O=C(OCCC(C)CCC=C(C)C)C=CC=1C=CC=CC1
Superclass	Lipids and lipid-like molecules
Class	Fatty Acyls

Plant source

Cinnamomum verum J. Presl

External sources

HMDB ID	HMDB0038957
KNApSAcK ID
FooDB ID	FDB018440
DrugBank ID
ChEBI ID
Pubchem Compound ID	112050
PlantCyc ID
UNPD ID	UNPD172168
Coconut ID	CNP0190523
LipidMAPS ID	LMFA07010815
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	2
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)	9
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	0
Molecular weight (mol_MW)	286.413
Computed dipole moment(dipole)	3.263
Total solvent accessible surface area (SASA)	686.75
Hydrophobic component of SASA (FOSA)	385.519
Hydrophilic component of SASA (FISA)	62.317
Pie component of the SASA (PISA)	238.915
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1156.51
Number of hydrogen bond donors (donorHB)	0
Number of hydrogen bond acceptors (accptHB)	2
Free energy of solvation of dipole (dip^2/V)	0.009207
Index of cohesive interaction in solids (ACxDN^.5/SA)	0
Globularity descriptor (glob)	0.775887
Predicted polarizability in cubic angstroms (QPpolrz)	36.632
Predicted hexadecane/gas partition coefficient (QPlogPC16)	11.133
Predicted octanol/gas partition coefficient (QPlogPoct)	12.501
Predicted water/gas partition coefficient (QPlogPw)	3.406
Predicted octanol/water partition coefficient (QPlogPo/w)	5.715
Predicted aqueous solubility (QPlogS)	-6.719
Conformation-independent predicted aqueous solubility (CIQPlogS)	-4.587
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-6.298
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	2540.7
Predicted brain/blood partition coefficient (QPlogBB)	-0.669
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	1355.36
Predicted skin permeability, log Kp (QPlogKp)	-0.962
PM3 calculated ionization potential (IP(ev))	9.464
PM3 calculated electron affinity (EA(eV))	0.78
Number of likely metabolic reactions (#metab)	3
Prediction of binding to human serum albumin (QPlogKhsa)	1.058
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	100
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)	37.096
Number of nitrogen and oxygen atoms (#NandO)	2
Number of violations of Lipinski’s rule of five (RuleOfFive)	1
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
Q8TDS4	HCAR2	Hydroxycarboxylic acid receptor 2	T88185	SEA
P02766	TTR	Transthyretin	T86462	SEA
Q96RI1	NR1H4	Bile acid receptor FXR	T51426	SEA
P43166	CA7	Carbonic anhydrase VII	T37541	SEA
P23280	CA6	Carbonic anhydrase VI	T06569	SEA
Q9ULX7	CA14	Carbonic anhydrase XIV	T31992	SEA
P27338	MAOB	Monoamine oxidase B	T83011	SEA
P39086	GRIK1	Glutamate receptor ionotropic kainate 1	T73495	SEA
Q13002	GRIK2	Glutamate receptor ionotropic kainate 2	T58178	SEA
P15121	AKR1B1	Aldose reductase	T26623	SEA
P42330	AKR1C3	Aldo-keto-reductase family 1 member C3	T60857	SEA
P18031	PTPN1	Protein-tyrosine phosphatase 1B	T16347	SwissTargetPrediction
P06746	POLB	DNA polymerase beta (by homology)	T06958	SwissTargetPrediction
P09917	ALOX5	Arachidonate 5-lipoxygenase	T00140	SEA
P19838	NFKB1	Nuclear factor NF-kappa-B p105 subunit	T83145	SEA
P25116	F2R	Proteinase-activated receptor 1	T36483	SEA
P19438	TNFRSF1A	Tumor necrosis factor receptor R1	T86552	SEA
P21462	FPR1	Formyl peptide receptor 1	T87831	SEA
O75884	RBBP9	Putative hydrolase RBBP9	T12084	SEA
P21757	MSR1	Macrophage scavenger receptor types I and II	T50007	SEA
Q9BY41	HDAC8	Histone deacetylase 8	T28887	SEA
P04632	CAPNS1	HUMAN calpain-1 or calpain small subunit 1 heterodimer	T00099	SEA
P01100	FOS	Proto-oncogene c-Fos	T28025	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T88185	DI0203	Inborn lipid metabolism error	[ICD-11: 5C52]	Q8TDS4	HCAR2
T86462	DI0026	Amyloidosis	[ICD-11: 5D00]	P02766	TTR
T51426	DI0043	Autoimmune liver disease	[ICD-11: DB96]	Q96RI1	NR1H4
T51426	DI0077	Cholelithiasis	[ICD-11: DC11]	Q96RI1	NR1H4
T51426	DI0320	Osteoarthritis	[ICD-11: FA00-FA05]	Q96RI1	NR1H4
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
T83011	DI0115	Dementia	[ICD-11: 6D80-6D8Z]	P27338	MAOB
T83011	DI0117	Depression	[ICD-11: 6A70-6A7Z]	P27338	MAOB
T83011	DI0190	Hypertension	[ICD-11: BA00-BA04]	P27338	MAOB
T83011	DI0243	Malaria	[ICD-11: 1F40-1F45]	P27338	MAOB
T83011	DI0264	Migraine	[ICD-11: 8A80]	P27338	MAOB
T83011	DI0331	Parkinsonism	[ICD-11: 8A00]	P27338	MAOB
T73495	DI0134	Epilepsy/seizure	[ICD-11: 8A61-8A6Z]	P39086	GRIK1
T73495	DI0396	Substance abuse	[ICD-11: 6C40]	P39086	GRIK1
T26623	DI0298	Neuropathy	[ICD-11: 8C0Z]	P15121	AKR1B1
T26623	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P15121	AKR1B1
T60857	DI0145	Female pelvic pain	[ICD-11: GA34]	P42330	AKR1C3
T16347	DI0009	Acute diabete complication	[ICD-11: 5A2Y]	P18031	PTPN1
T16347	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P18031	PTPN1
T16347	DI0308	Obesity	[ICD-11: 5B80-5B81]	P18031	PTPN1
T16347	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	P18031	PTPN1
T06958	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P06746	POLB
T00140	DI0037	Asthma	[ICD-11: CA23]	P09917	ALOX5
T00140	DI0147	Filariasis	[ICD-11: 1F66]	P09917	ALOX5
T00140	DI0403	Thrombocytopenia	[ICD-11: 3B64]	P09917	ALOX5
T83145	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	P19838	NFKB1
T83145	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P19838	NFKB1
T36483	DI0287	Myocardial infarction	[ICD-11: BA41-BA43]	P25116	F2R
T86552	DI0060	Brain cancer	[ICD-11: 2A00]	P19438	TNFRSF1A
T86552	DI0321	Ovarian cancer	[ICD-11: 2C73]	P19438	TNFRSF1A
T87831	DI0333	Peptic ulcer	[ICD-11: DA61]	P21462	FPR1
T28887	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q9BY41	HDAC8
T00099	DI0106	COVID-19	[ICD-11: 1D6Y]	P04632	CAPNS1