Safrole



Compound IDCDAMM00796
Common nameSafrole
IUPAC name5-prop-2-enyl-1,3-benzodioxole
Molecular formulaC10H10O2

Experimental data

Retention time16.33
Adduct[M+H]+
Actual mz163.077
Theoretical mz163.075
Error8.73
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.6457

Identifiers and class information

Inchi keyZMQAAUBTXCXRIC-UHFFFAOYSA-N
SmilesO1C2=CC=C(C=C2OC1)CC=C
SuperclassOrganoheterocyclic compounds
ClassBenzodioxoles

Pharmacokinetic properties

Number of descriptor values(#stars)4
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)2
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)0
Molecular weight (mol_MW)162.188
Computed dipole moment(dipole)1.307
Total solvent accessible surface area (SASA)354.632
Hydrophobic component of SASA (FOSA)183.226
Hydrophilic component of SASA (FISA)0
Pie component of the SASA (PISA)171.405
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)576.166
Number of hydrogen bond donors (donorHB)0
Number of hydrogen bond acceptors (accptHB)1.5
Free energy of solvation of dipole (dip^2/V)0.0029652
Index of cohesive interaction in solids (ACxDN^.5/SA)0
Globularity descriptor (glob)0.944248
Predicted polarizability in cubic angstroms (QPpolrz)17.257
Predicted hexadecane/gas partition coefficient (QPlogPC16)5.16
Predicted octanol/gas partition coefficient (QPlogPoct)5.574
Predicted water/gas partition coefficient (QPlogPw)2.775
Predicted octanol/water partition coefficient (QPlogPo/w)2.382
Predicted aqueous solubility (QPlogS)-2.525
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.525
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.252
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)9906.04
Predicted brain/blood partition coefficient (QPlogBB)-0.127
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)5899.29
Predicted skin permeability, log Kp (QPlogKp)-0.724
PM3 calculated ionization potential (IP(ev))8.941
PM3 calculated electron affinity (EA(eV))-0.115
Number of likely metabolic reactions (#metab)1
Prediction of binding to human serum albumin (QPlogKhsa)-0.196
Predicted qualitative human oral absorption (HumanOralAbsorption)3
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)18.779
Number of nitrogen and oxygen atoms (#NandO)2
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
P29274ADORA2AAdenosine A2a receptorT77365SwissTargetPrediction
P29475NOS1Nitric-oxide synthase, brainT16117SwissTargetPrediction
P35228NOS2Nitric oxide synthase, inducibleT02703SEA
P34903GABRA3GABA A receptor alpha-3/beta-2/gamma-2T62292SwissTargetPrediction
P47869GABRA2GABA A receptor alpha-2/beta-2/gamma-2T51452SwissTargetPrediction
Q14833GRM4Metabotropic glutamate receptor 4T99402SwissTargetPrediction
P41594GRM5Metabotropic glutamate receptor 5T99347SwissTargetPrediction
P14416DRD2Dopamine D2 receptorT67162SwissTargetPrediction
P27338MAOBMonoamine oxidase BT83011SEA
Q96RJ0TAAR1Trace amine-associated receptor 1 (by homology)T99524SwissTargetPrediction
P41595HTR2BSerotonin 2b (5-HT2b) receptorT31204SEA
P21980TGM2Protein-glutamine gamma-glutamyltransferaseT05387SwissTargetPrediction
Q99705MCHR1Melanin-concentrating hormone receptor 1T09572SEA
P23141CES1Acyl coenzyme A:cholesterol acyltransferaseT76369SwissTargetPrediction
Q9H3N8HRH4Histamine H4 receptorT26500SwissTargetPrediction
P14902IDO1Indoleamine 2,3-dioxygenaseT89697SwissTargetPrediction
P08575PTPRCLeukocyte common antigenT43115SwissTargetPrediction
P06276BCHEButyrylcholinesteraseT99799SwissTargetPrediction
P42858HTTHuntingtinT22496SwissTargetPrediction
P53667LIMK1LIM domain kinase 1T70840SwissTargetPrediction
P13497BMP1Bone morphogenetic protein 1T53350SEA
P16050ALOX15Arachidonate 15-lipoxygenaseT16042SwissTargetPrediction
O14746TERTTelomerase reverse transcriptaseT86052SwissTargetPrediction
P07900HSP90AA1Heat shock protein HSP 90-alphaT18477SwissTargetPrediction
Q15078CDK5R1Cyclin-dependent kinase 5/CDK5 activator 1T09513SwissTargetPrediction and SEA
P29375KDM5ALysine-specific demethylase 5AT28052SwissTargetPrediction
P49759CLK1Dual specificty protein kinase CLK1T46685SEA
Q9Y463DYRK1BDual specificity tyrosine-phosphorylation-regulated kinase 1BT82720SEA
Q14289PTK2BProtein tyrosine kinase 2 betaT07087SwissTargetPrediction
O00311CDC7CDC7/DBF4 (Cell division cycle 7-related protein kinase/Activator of S phase kinase)T81358SwissTargetPrediction
Q9UGL1KDM5BLysine-specific demethylase 5BT56871SwissTargetPrediction
Q9HAZ1CLK4Dual specificity protein kinase CLK4T98225SEA
P25101EDNRAEndothelin receptor ET-AT23499SEA
P49760CLK2Dual specificity protein kinase CLK2T73725SEA
P49761CLK3Dual specificity protein kinase CLK3T21585SEA
P42574CASP3Caspase-3T57943SwissTargetPrediction
P17936IGFBP3Insulin-like growth factor binding protein 3T33455SEA
O76074PDE5APhosphodiesterase 5AT07663SEA
P24530EDNRBEndothelin receptor ET-BT92828SEA
P25116F2RProteinase-activated receptor 1T36483SEA
O15111CHUKInhibitor of NF-kappa-B kinase (IKK)T78429SwissTargetPrediction
P01130LDLRLDL receptorT94692SEA
Q92630DYRK2Dual-specificity tyrosine-phosphorylation regulated kinase 2T39486SEA
P15559NQO1Quinone reductase 1T52389SwissTargetPrediction
P18507GABRG2GABA-A receptor; alpha-6/beta-3/gamma-2T08910SwissTargetPrediction
Q7RTX1TAS1R1Taste receptorT41263SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T77365DI0319Orthostatic hypotension[ICD-11: BA21]P29274ADORA2A
T77365DI0331Parkinsonism[ICD-11: 8A00]P29274ADORA2A
T77365DI0359Radionuclide imaging[ICD-11: N.A.]P29274ADORA2A
T16117DI0173Headache[ICD-11: 8A80-8A84]P29475NOS1
T16117DI0264Migraine[ICD-11: 8A80]P29475NOS1
T02703DI0083Chronic kidney disease[ICD-11: GB61]P35228NOS2
T02703DI0320Osteoarthritis[ICD-11: FA00-FA05]P35228NOS2
T02703DI0375Sepsis[ICD-11: 1G40-1G41]P35228NOS2
T02703DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P35228NOS2
T62292DI0216Intentional self-harm[ICD-11: PC91]P34903GABRA3
T51452DI0216Intentional self-harm[ICD-11: PC91]P47869GABRA2
T99402DI0331Parkinsonism[ICD-11: 8A00]Q14833GRM4
T99347DI0152Fragile X chromosome[ICD-11: LD55]P41594GRM5
T99347DI0331Parkinsonism[ICD-11: 8A00]P41594GRM5
T67162DI0022Allergic/hypersensitivity disorder[ICD-11: 4A80-4A8Z]P14416DRD2
T67162DI0025Alzheimer disease[ICD-11: 8A20]P14416DRD2
T67162DI0037Asthma[ICD-11: CA23]P14416DRD2
T67162DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P14416DRD2
T67162DI0051Bipolar disorder[ICD-11: 6A60]P14416DRD2
T67162DI0063Breathing abnormality[ICD-11: MD11]P14416DRD2
T67162DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P14416DRD2
T67162DI0073Cerebral ischaemia[ICD-11: 8B1Z]P14416DRD2
T67162DI0117Depression[ICD-11: 6A70-6A7Z]P14416DRD2
T67162DI0124Digestive system disease[ICD-11: DE2Z]P14416DRD2
T67162DI0137Essential hypertension[ICD-11: BA00]P14416DRD2
T67162DI0142Faecal incontinence[ICD-11: ME07]P14416DRD2
T67162DI0156Gangrene[ICD-11: MC85]P14416DRD2
T67162DI0166Glaucoma[ICD-11: 9C61]P14416DRD2
T67162DI0175Heart failure[ICD-11: BD10-BD1Z]P14416DRD2
T67162DI0185Hyperaemia[ICD-11: 9A61-9B7Y]P14416DRD2
T67162DI0190Hypertension[ICD-11: BA00-BA04]P14416DRD2
T67162DI0196Hypotension[ICD-11: BA20-BA21]P14416DRD2
T67162DI0205Inborn porphyrin/heme metabolism error[ICD-11: 5C58]P14416DRD2
T67162DI0214Insomnia[ICD-11: 7A00-7A0Z]P14416DRD2
T67162DI0222Itching[ICD-11: 1F28-1G07]P14416DRD2
T67162DI0264Migraine[ICD-11: 8A80]P14416DRD2
T67162DI0293Nausea/vomiting[ICD-11: MD90]P14416DRD2
T67162DI0324Pain[ICD-11: MG30-MG3Z]P14416DRD2
T67162DI0331Parkinsonism[ICD-11: 8A00]P14416DRD2
T67162DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P14416DRD2
T67162DI0340Postpartum haemorrhage[ICD-11: JA43]P14416DRD2
T67162DI0354Psychotic disorder[ICD-11: 6A20-6A25]P14416DRD2
T67162DI0356Pulmonary hypertension[ICD-11: BB01]P14416DRD2
T67162DI0370Schizophrenia[ICD-11: 6A20]P14416DRD2
T67162DI0396Substance abuse[ICD-11: 6C40]P14416DRD2
T67162DI0408Thyrotoxicosis[ICD-11: 5A02]P14416DRD2
T67162DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P14416DRD2
T83011DI0115Dementia[ICD-11: 6D80-6D8Z]P27338MAOB
T83011DI0117Depression[ICD-11: 6A70-6A7Z]P27338MAOB
T83011DI0190Hypertension[ICD-11: BA00-BA04]P27338MAOB
T83011DI0243Malaria[ICD-11: 1F40-1F45]P27338MAOB
T83011DI0264Migraine[ICD-11: 8A80]P27338MAOB
T83011DI0331Parkinsonism[ICD-11: 8A00]P27338MAOB
T99524DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]Q96RJ0TAAR1
T99524DI0149Focal/segmental autonomic disorder[ICD-11: 8D8A]Q96RJ0TAAR1
T99524DI0290Narcolepsy[ICD-11: 7A20]Q96RJ0TAAR1
T31204DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P41595HTR2B
T31204DI0117Depression[ICD-11: 6A70-6A7Z]P41595HTR2B
T31204DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P41595HTR2B
T31204DI0354Psychotic disorder[ICD-11: 6A20-6A25]P41595HTR2B
T05387DI0092Coeliac disease[ICD-11: DA95]P21980TGM2
T05387DI0302Non-alcoholic fatty liver disease[ICD-11: DB92]P21980TGM2
T09572DI0308Obesity[ICD-11: 5B80-5B81]Q99705MCHR1
T76369DI0335Peroxisomal disease[ICD-11: 5C57]P23141CES1
T76369DI0398Synthesis disorder[ICD-11: 5C52-5C59]P23141CES1
T26500DI0037Asthma[ICD-11: CA23]Q9H3N8HRH4
T26500DI0039Atopic eczema[ICD-11: EA80]Q9H3N8HRH4
T26500DI0351Psoriasis[ICD-11: EA90]Q9H3N8HRH4
T26500DI0366Rheumatoid arthritis[ICD-11: FA20]Q9H3N8HRH4
T26500DI0432Vasomotor/allergic rhinitis[ICD-11: CA08]Q9H3N8HRH4
T89697DI0117Depression[ICD-11: 6A70-6A7Z]P14902IDO1
T43115DI0012Acute myeloid leukaemia[ICD-11: 2A60]P08575PTPRC
T43115DI0414Transplanted organ/tissue[ICD-11: QB63]P08575PTPRC
T99799DI0324Pain[ICD-11: MG30-MG3Z]P06276BCHE
T99799DI0411Tonus and reflex abnormality[ICD-11: MB47]P06276BCHE
T22496DI0079Choreiform disorder[ICD-11: 8A01]P42858HTT
T86052DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]O14746TERT
T86052DI0284Myelodysplastic syndrome[ICD-11: 2A37]O14746TERT
T86052DI0326Pancreatic cancer[ICD-11: 2C10]O14746TERT
T18477DI0015Acute upper respiratory infection[ICD-11: CA07]P07900HSP90AA1
T18477DI0037Asthma[ICD-11: CA23]P07900HSP90AA1
T81358DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]O00311CDC7
T81358DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O00311CDC7
T23499DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P25101EDNRA
T23499DI0356Pulmonary hypertension[ICD-11: BB01]P25101EDNRA
T23499DI0425Urinary system clinical symptom[ICD-11: MF8Y]P25101EDNRA
T57943DI0060Brain cancer[ICD-11: 2A00]P42574CASP3
T33455DI0115Dementia[ICD-11: 6D80-6D8Z]P17936IGFBP3
T07663DI0190Hypertension[ICD-11: BA00-BA04]O76074PDE5A
T07663DI0213Innate/adaptive immunodeficiency[ICD-11: 4A00]O76074PDE5A
T07663DI0378Sexual dysfunction[ICD-11: HA00-HA01]O76074PDE5A
T07663DI0411Tonus and reflex abnormality[ICD-11: MB47]O76074PDE5A
T92828DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P24530EDNRB
T92828DI0356Pulmonary hypertension[ICD-11: BB01]P24530EDNRB
T36483DI0287Myocardial infarction[ICD-11: BA41-BA43]P25116F2R
T78429DI0250Mature B-cell lymphoma[ICD-11: 2A85]O15111CHUK
T94692DI0238Lung cancer[ICD-11: 2C25]P01130LDLR
T52389DI0079Choreiform disorder[ICD-11: 8A01]P15559NQO1
T52389DI0090CNS anomalies syndrome[ICD-11: LD20]P15559NQO1
T52389DI0202Inborn energy metabolism error[ICD-11: 5C53]P15559NQO1
T52389DI0215Intellectual development disorder[ICD-11: LD90]P15559NQO1
T52389DI0326Pancreatic cancer[ICD-11: 2C10]P15559NQO1
T52389DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P15559NQO1
T08910DI0117Depression[ICD-11: 6A70-6A7Z]P18507GABRG2
T08910DI0256Mental/behavioural/neurodevelopmental disorder[ICD-11: 6E20-6E8Z]P18507GABRG2
T08910DI0411Tonus and reflex abnormality[ICD-11: MB47]P18507GABRG2
T41263DI0078Cholera[ICD-11: 1A00]Q7RTX1TAS1R1

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