Zingerone



Compound IDCDAMM00987
Common nameZingerone
IUPAC name4-(4-hydroxy-3-methoxyphenyl)butan-2-one
Molecular formulaC11H14O3

Experimental data

Retention time0.3
Adduct[2M+Na]+
Actual mz411.176
Theoretical mz411.177
Error3.45
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.093

Identifiers and class information

Inchi keyOJYLAHXKWMRDGS-UHFFFAOYSA-N
SmilesO=C(C)CCC1=CC=C(O)C(OC)=C1
SuperclassBenzenoids
ClassPhenols

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)0
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)5
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)0
Molecular weight (mol_MW)194.23
Computed dipole moment(dipole)2.416
Total solvent accessible surface area (SASA)447.11
Hydrophobic component of SASA (FOSA)236.552
Hydrophilic component of SASA (FISA)107.378
Pie component of the SASA (PISA)103.18
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)726.855
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)3.5
Free energy of solvation of dipole (dip^2/V)0.0080275
Index of cohesive interaction in solids (ACxDN^.5/SA)0.007828
Globularity descriptor (glob)0.874411
Predicted polarizability in cubic angstroms (QPpolrz)20.71
Predicted hexadecane/gas partition coefficient (QPlogPC16)6.611
Predicted octanol/gas partition coefficient (QPlogPoct)9.574
Predicted water/gas partition coefficient (QPlogPw)6.036
Predicted octanol/water partition coefficient (QPlogPo/w)1.758
Predicted aqueous solubility (QPlogS)-2.424
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.17
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.056
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)949.803
Predicted brain/blood partition coefficient (QPlogBB)-0.674
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)467.923
Predicted skin permeability, log Kp (QPlogKp)-2.655
PM3 calculated ionization potential (IP(ev))8.854
PM3 calculated electron affinity (EA(eV))-0.086
Number of likely metabolic reactions (#metab)4
Prediction of binding to human serum albumin (QPlogKhsa)-0.266
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)90.531
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)58.968
Number of nitrogen and oxygen atoms (#NandO)3
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
P22303ACHEAcetylcholinesteraseT30082SwissTargetPrediction and SEA
O43570CA12Carbonic anhydrase XIIT16987SEA
Q16790CA9Carbonic anhydrase IXT64567SEA
P21397MAOAMonoamine oxidase AT83875SEA
P00915CA1Carbonic anhydrase IT13201SEA
P02766TTRTransthyretinT86462SEA
P05067APPBeta amyloid A4 proteinT87024SEA
P00918CA2Carbonic anhydrase IIT20401SEA
Q15125EBPAnti-estrogen binding site (AEBS)T25317SEA
P43166CA7Carbonic anhydrase VIIT37541SEA
P23280CA6Carbonic anhydrase VIT06569SEA
Q9ULX7CA14Carbonic anhydrase XIVT31992SEA
Q96RJ0TAAR1Trace amine-associated receptor 1 (by homology)T99524SEA
P42330AKR1C3Aldo-keto-reductase family 1 member C3T60857SEA
Q6B0I6KDM4DLysine-specific demethylase 4DT17036SEA
P11926ODC1Ornithine decarboxylaseT60366SEA
P07101THTyrosine 3-hydroxylaseT62390SEA
Q8NER1TRPV1Vanilloid receptorT83193SEA
O14684PTGESProstaglandin E synthaseT02562SEA
O14842FFAR1Free fatty acid receptor 1T25608SEA
Q7Z2W7TRPM8Transient receptor potential cation channel subfamily M member 8T41955SEA
P09917ALOX5Arachidonate 5-lipoxygenaseT00140SwissTargetPrediction and SEA
P21728DRD1Dopamine D1 receptorT22118SEA
P08183ABCB1P-glycoprotein 1T25258SEA
P10827THRAThyroid hormone receptor alphaT79591SEA
P10828THRBThyroid hormone receptor beta-1T98933SEA
O14757CHEK1Serine/threonine-protein kinase Chk1T62449SEA
P06276BCHEButyrylcholinesteraseT99799SEA
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
P16050ALOX15Arachidonate 15-lipoxygenaseT16042SEA
P18054ALOX12Arachidonate 12-lipoxygenaseT35527SEA
P11388TOP2ADNA topoisomerase II alphaT17048SEA
Q09472EP300Histone acetyltransferase p300T25956SEA
P47871GCGRGlucagon receptorT60182SEA
P08581METHepatocyte growth factor receptorT40474SEA
P48039MTNR1AMelatonin receptor 1AT97613SEA
P49286MTNR1BMelatonin receptor 1BT48268SEA
P47712PLA2G4ACytosolic phospholipase A2T14834SEA
P34995PTGER1Prostanoid EP1 receptorT15497SEA
Q86YT5SLC13A5Solute carrier family 13 member 5T81547SEA
P14735IDEInsulin-degrading enzymeT81900SEA
Q9UQM7CAMK2ACaM kinase II alphaT18299SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
P15735PHKG2Phosphorylase kinase gamma subunit 2T69208SEA
O43293DAPK3Death-associated protein kinase 3T81623SEA
P78368CSNK1G2Casein kinase I gamma 2T82773SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
P10636MAPTMicrotubule-associated protein tauT45593SEA
Q04760GLO1Glyoxalase IT88285SEA
Q96KB5PBKPDZ-binding kinaseT98642SEA
P30281CCND3Cyclin-dependent kinase 4/cyclin DT72507SEA
P19438TNFRSF1ATumor necrosis factor receptor R1T86552SEA
Q16236NFE2L2Nuclear factor erythroid 2-related factor 2T88505SEA
Q9UQM7CAMK2ACaM kinase II alphaT18299SEA
Q9Y3Q4HCN4Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4T30286SEA
Q9UQM7CAMK2ACaM kinase II alphaT18299SEA
Q9H4B7TUBB1Tubulin beta-1 chainT84397SEA
P24593IGFBP5Insulin-like growth factor binding protein 5T17008SEA
Q14721KCNB1Potassium voltage-gated channel subfamily B member 1T44516SEA
P41586ADCYAP1R1Pituitary adenylate cyclase-activating polypeptide type I receptorT92185SEA
Q96PF2TSSK2Testis-specific serine/threonine-protein kinase 2T04413SEA
O43781DYRK3Dual-specificity tyrosine-phosphorylation regulated kinase 3T97149SEA
Q9UEE5STK17ASerine/threonine-protein kinase 17AT91323SEA
P11717IGF2RInsulin-like growth factor II receptorT59550SEA
P01100FOSProto-oncogene c-FosT28025SEA
Q96RG2PASKPAS domain-containing serine/threonine-protein kinaseT37371SEA
Q9NR20DYRK4Dual-specificity tyrosine-phosphorylation regulated kinase 4T20542SEA
P35270SPRSubstance-P receptorT47094SEA
Q8N183NDUFAF2HUMAN NADH:ubiquinone oxidoreductase complex assembly factor 2T01453SEA
Q9P0J0NDUFA13Mitochondrial complex IT82391SEA
Q9Y6M9NDUFB9HUMAN NADH:ubiquinone oxidoreductase subunit B9T01465SEA
Q8N183NDUFAF2HUMAN NADH:ubiquinone oxidoreductase complex assembly factor 2T01453SEA
P03897MT-ND3NADH dehydrogenaseT77195SEA
Q96HK3CALMCalmodulinT39610SEA
O75751EMTHOrganic cation transporter 3T55948SEA
Q8TDC3BRSK1BR serine/threonine kinase 1T20053SEA
Q9Y6M4CSNK1G3Casein kinase I gamma-3T29728SEA
O14804TAAR5Trace amine receptor 5T60362SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T30082DI0025Alzheimer disease[ICD-11: 8A20]P22303ACHE
T30082DI0166Glaucoma[ICD-11: 9C61]P22303ACHE
T30082DI0282Myasthenia gravis[ICD-11: 8C6Y]P22303ACHE
T30082DI0313Oesophageal/gastroduodenal disorder[ICD-11: DD90]P22303ACHE
T30082DI0332Pediculosis[ICD-11: 1G00]P22303ACHE
T30082DI0421Unspecific substance harmful effect[ICD-11: NE6Z]P22303ACHE
T16987DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O43570CA12
T16987DI0372Seborrhoeic dermatitis[ICD-11: EA81]O43570CA12
T64567DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16790CA9
T83875DI0117Depression[ICD-11: 6A70-6A7Z]P21397MAOA
T83875DI0331Parkinsonism[ICD-11: 8A00]P21397MAOA
T13201DI0166Glaucoma[ICD-11: 9C61]P00915CA1
T13201DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00915CA1
T86462DI0026Amyloidosis[ICD-11: 5D00]P02766TTR
T87024DI0025Alzheimer disease[ICD-11: 8A20]P05067APP
T87024DI0122Diagnostic imaging[ICD-11: N.A.]P05067APP
T20401DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P00918CA2
T20401DI0137Essential hypertension[ICD-11: BA00]P00918CA2
T20401DI0166Glaucoma[ICD-11: 9C61]P00918CA2
T20401DI0175Heart failure[ICD-11: BD10-BD1Z]P00918CA2
T20401DI0214Insomnia[ICD-11: 7A00-7A0Z]P00918CA2
T20401DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00918CA2
T25317DI0366Rheumatoid arthritis[ICD-11: FA20]Q15125EBP
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
T99524DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]Q96RJ0TAAR1
T99524DI0149Focal/segmental autonomic disorder[ICD-11: 8D8A]Q96RJ0TAAR1
T99524DI0290Narcolepsy[ICD-11: 7A20]Q96RJ0TAAR1
T60857DI0145Female pelvic pain[ICD-11: GA34]P42330AKR1C3
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T62390DI0019Adrenomedullary hyperfunction[ICD-11: 5A75]P07101TH
T62390DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P07101TH
T83193DI0163General pain disorder[ICD-11: 8E43]Q8NER1TRPV1
T02562DI0025Alzheimer disease[ICD-11: 8A20]O14684PTGES
T25608DI0417Type 2 diabetes mellitus[ICD-11: 5A11]O14842FFAR1
T41955DI0422Upper respiratory tract disorder[ICD-11: CA0Z]Q7Z2W7TRPM8
T00140DI0037Asthma[ICD-11: CA23]P09917ALOX5
T00140DI0147Filariasis[ICD-11: 1F66]P09917ALOX5
T00140DI0403Thrombocytopenia[ICD-11: 3B64]P09917ALOX5
T22118DI0003Abortion[ICD-11: JA00]P21728DRD1
T22118DI0022Allergic/hypersensitivity disorder[ICD-11: 4A80-4A8Z]P21728DRD1
T22118DI0190Hypertension[ICD-11: BA00-BA04]P21728DRD1
T22118DI0331Parkinsonism[ICD-11: 8A00]P21728DRD1
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
T79591DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P10827THRA
T79591DI0197Hypo-thyroidism[ICD-11: 5A00]P10827THRA
T98933DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P10828THRB
T62449DI0027Anal cancer[ICD-11: 2C00]O14757CHEK1
T62449DI0172Head and neck cancer[ICD-11: 2D42]O14757CHEK1
T62449DI0183Hodgkin lymphoma[ICD-11: 2B30]O14757CHEK1
T62449DI0238Lung cancer[ICD-11: 2C25]O14757CHEK1
T62449DI0241Lymphoma[ICD-11: 2A80-2A86]O14757CHEK1
T62449DI0321Ovarian cancer[ICD-11: 2C73]O14757CHEK1
T62449DI0326Pancreatic cancer[ICD-11: 2C10]O14757CHEK1
T62449DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O14757CHEK1
T99799DI0324Pain[ICD-11: MG30-MG3Z]P06276BCHE
T99799DI0411Tonus and reflex abnormality[ICD-11: MB47]P06276BCHE
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T17048DI0012Acute myeloid leukaemia[ICD-11: 2A60]P11388TOP2A
T17048DI0225Kaposi sarcoma[ICD-11: 2B57]P11388TOP2A
T17048DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P11388TOP2A
T25956DI0346Prostate cancer[ICD-11: 2C82]Q09472EP300
T25956DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q09472EP300
T60182DI0193Hypo-glycaemia[ICD-11: 5A41]P47871GCGR
T40474DI0238Lung cancer[ICD-11: 2C25]P08581MET
T40474DI0303Non-small-cell lung cancer[ICD-11: 2C25]P08581MET
T40474DI0407Thyroid cancer[ICD-11: 2D10]P08581MET
T97613DI0214Insomnia[ICD-11: 7A00-7A0Z]P48039MTNR1A
T48268DI0214Insomnia[ICD-11: 7A00-7A0Z]P49286MTNR1B
T14834DI0039Atopic eczema[ICD-11: EA80]P47712PLA2G4A
T15497DI0405Thrombosis[ICD-11: DB61-GB90]P34995PTGER1
T81900DI0383Skin and skin-structure infection[ICD-11: 1F28-1G0Z]P14735IDE
T18299DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UQM7CAMK2A
T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
T45593DI0012Acute myeloid leukaemia[ICD-11: 2A60]P10636MAPT
T45593DI0025Alzheimer disease[ICD-11: 8A20]P10636MAPT
T45593DI0265Mild neurocognitive disorder[ICD-11: 6D71]P10636MAPT
T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
T98642DI0291Nasopharyngeal cancer[ICD-11: 2B6B]Q96KB5PBK
T86552DI0060Brain cancer[ICD-11: 2A00]P19438TNFRSF1A
T86552DI0321Ovarian cancer[ICD-11: 2C73]P19438TNFRSF1A
T88505DI0038Ataxic disorder[ICD-11: 8A03]Q16236NFE2L2
T18299DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UQM7CAMK2A
T18299DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UQM7CAMK2A
T84397DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9H4B7TUBB1
T92185DI0264Migraine[ICD-11: 8A80]P41586ADCYAP1R1
T59550DI0146Fibrosis[ICD-11: GA14-GC01]P11717IGF2R
T59550DI0368Sarcoidosis[ICD-11: 4B20]P11717IGF2R
T47094DI0117Depression[ICD-11: 6A70-6A7Z]P35270SPR
T47094DI0293Nausea/vomiting[ICD-11: MD90]P35270SPR
T82391DI0069Cardiomyopathy[ICD-11: BC43]Q9P0J0NDUFA13
T77195DI0331Parkinsonism[ICD-11: 8A00]P03897MT-ND3
T39610DI0068Cardiac arrhythmia[ICD-11: BC9Z]Q96HK3CALM
T39610DI0243Malaria[ICD-11: 1F40-1F45]Q96HK3CALM
T39610DI0370Schizophrenia[ICD-11: 6A20]Q96HK3CALM

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