2-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran



Compound IDCDAMM02662
Common name2-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran
IUPAC name2-methoxy-4-[2-(5-octylfuran-2-yl)ethyl]phenol
Molecular formulaC21H30O3

Experimental data

Retention time17.79
Adduct[M+H]+
Actual mz331.225
Theoretical mz331.226
Error2.95
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.0376

Identifiers and class information

Inchi keyLUISKKSBOJYGAL-UHFFFAOYSA-N
SmilesOC1=CC=C(C=C1OC)CCC=2OC(=CC2)CCCCCCCC
SuperclassLipids and lipid-like molecules
ClassFatty Acyls

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)12
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-1
Molecular weight (mol_MW)330.466
Computed dipole moment(dipole)1.943
Total solvent accessible surface area (SASA)718.822
Hydrophobic component of SASA (FOSA)469.295
Hydrophilic component of SASA (FISA)54.061
Pie component of the SASA (PISA)195.465
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1253.38
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)2
Free energy of solvation of dipole (dip^2/V)0.0030114
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0027823
Globularity descriptor (glob)0.782104
Predicted polarizability in cubic angstroms (QPpolrz)38.168
Predicted hexadecane/gas partition coefficient (QPlogPC16)11.935
Predicted octanol/gas partition coefficient (QPlogPoct)14.245
Predicted water/gas partition coefficient (QPlogPw)3.934
Predicted octanol/water partition coefficient (QPlogPo/w)6.176
Predicted aqueous solubility (QPlogS)-6.715
Conformation-independent predicted aqueous solubility (CIQPlogS)-5.765
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.99
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)3042.54
Predicted brain/blood partition coefficient (QPlogBB)-0.749
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1646.91
Predicted skin permeability, log Kp (QPlogKp)-0.675
PM3 calculated ionization potential (IP(ev))8.741
PM3 calculated electron affinity (EA(eV))-0.183
Number of likely metabolic reactions (#metab)6
Prediction of binding to human serum albumin (QPlogKhsa)1.148
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)36.407
Number of nitrogen and oxygen atoms (#NandO)3
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
Q99720SIGMAR1Sigma opioid receptorT46360SEA
P02766TTRTransthyretinT86462SEA
P05067APPBeta amyloid A4 proteinT87024SEA
Q15125EBPAnti-estrogen binding site (AEBS)T25317SEA
P21554CNR1Cannabinoid receptor 1 (by homology)T76685SEA
P43166CA7Carbonic anhydrase VIIT37541SEA
P23280CA6Carbonic anhydrase VIT06569SEA
P11926ODC1Ornithine decarboxylaseT60366SEA
Q8NER1TRPV1Vanilloid receptorT83193SEA
Q7Z2W7TRPM8Transient receptor potential cation channel subfamily M member 8T41955SEA
P09917ALOX5Arachidonate 5-lipoxygenaseT00140SEA
P21728DRD1Dopamine D1 receptorT22118SEA
P10827THRAThyroid hormone receptor alphaT79591SEA
P10828THRBThyroid hormone receptor beta-1T98933SEA
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
P16050ALOX15Arachidonate 15-lipoxygenaseT16042SEA
Q09472EP300Histone acetyltransferase p300T25956SEA
P34972CNR2Cannabinoid receptor 2T37693SEA
P47712PLA2G4ACytosolic phospholipase A2T14834SEA
Q9Y4D2DAGLASn1-specific diacylglycerol lipase alphaT03150SEA
Q9H228S1PR5Sphingosine 1-phosphate receptor Edg-8T50089SEA
P21453S1PR1Sphingosine 1-phosphate receptor Edg-1T13852SEA
P10636MAPTMicrotubule-associated protein tauT45593SEA
Q04760GLO1Glyoxalase IT88285SEA
Q9NR97TLR8Toll-like receptor 8T48703SEA
Q9NRA0SPHK2Sphingosine kinase 2T31989SEA
Q9HBW0LPAR2Lysophosphatidic acid receptor Edg-4T39380SEA
Q99500S1PR3Sphingosine 1-phosphate receptor Edg-3T11241SEA
Q16236NFE2L2Nuclear factor erythroid 2-related factor 2T88505SEA
P10826RARBRetinoic acid receptor betaT61657SEA
O95136S1PR2Sphingosine 1-phosphate receptor Edg-5T47888SEA
O95977S1PR4Sphingosine 1-phosphate receptor Edg-6T17523SEA
Q9H4B7TUBB1Tubulin beta-1 chainT84397SEA
Q9UJM8HAO1Hydroxyacid oxidase 1T63170SEA
P24593IGFBP5Insulin-like growth factor binding protein 5T17008SEA
P01100FOSProto-oncogene c-FosT28025SEA
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
Q4ZFZ2FSHRFollicle-stimulating hormone receptorT68334SEA
Q96HK3CALMCalmodulinT39610SEA
O75751EMTHOrganic cation transporter 3T55948SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T46360DI0105Cough[ICD-11: MD12]Q99720SIGMAR1
T86462DI0026Amyloidosis[ICD-11: 5D00]P02766TTR
T87024DI0025Alzheimer disease[ICD-11: 8A20]P05067APP
T87024DI0122Diagnostic imaging[ICD-11: N.A.]P05067APP
T25317DI0366Rheumatoid arthritis[ICD-11: FA20]Q15125EBP
T76685DI0031Anorexia nervosa[ICD-11: 6B80]P21554CNR1
T76685DI0214Insomnia[ICD-11: 7A00-7A0Z]P21554CNR1
T76685DI0308Obesity[ICD-11: 5B80-5B81]P21554CNR1
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T83193DI0163General pain disorder[ICD-11: 8E43]Q8NER1TRPV1
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
T79591DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P10827THRA
T79591DI0197Hypo-thyroidism[ICD-11: 5A00]P10827THRA
T98933DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P10828THRB
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T25956DI0346Prostate cancer[ICD-11: 2C82]Q09472EP300
T25956DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q09472EP300
T37693DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P34972CNR2
T37693DI0214Insomnia[ICD-11: 7A00-7A0Z]P34972CNR2
T14834DI0039Atopic eczema[ICD-11: EA80]P47712PLA2G4A
T50089DI0275Multiple sclerosis[ICD-11: 8A40]Q9H228S1PR5
T13852DI0275Multiple sclerosis[ICD-11: 8A40]P21453S1PR1
T13852DI0419Ulcerative colitis[ICD-11: DD71]P21453S1PR1
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
T48703DI0133Epidermal dysplasias[ICD-11: EK90]Q9NR97TLR8
T48703DI0179Hepatitis virus infection[ICD-11: 1E50-1E51]Q9NR97TLR8
T48703DI0180Herpes simplex infection[ICD-11: 1F00]Q9NR97TLR8
T48703DI0239Lupus erythematosus[ICD-11: 4A40]Q9NR97TLR8
T48703DI0252Melanoma[ICD-11: 2C30]Q9NR97TLR8
T48703DI0283Mycosis fungoides[ICD-11: 2B01]Q9NR97TLR8
T48703DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9NR97TLR8
T48703DI0393Squamous cell carcinoma[ICD-11: 2B60-2D01]Q9NR97TLR8
T48703DI0432Vasomotor/allergic rhinitis[ICD-11: CA08]Q9NR97TLR8
T31989DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9NRA0SPHK2
T11241DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q99500S1PR3
T88505DI0038Ataxic disorder[ICD-11: 8A03]Q16236NFE2L2
T61657DI0225Kaposi sarcoma[ICD-11: 2B57]P10826RARB
T47888DI0419Ulcerative colitis[ICD-11: DD71]O95136S1PR2
T84397DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9H4B7TUBB1
T63170DI0201Inborn carbohydrate metabolism error[ICD-11: 5C51]Q9UJM8HAO1
T82391DI0069Cardiomyopathy[ICD-11: BC43]Q9P0J0NDUFA13
T77195DI0331Parkinsonism[ICD-11: 8A00]P03897MT-ND3
T68334DI0144Female infertility[ICD-11: GA31]Q4ZFZ2FSHR
T39610DI0068Cardiac arrhythmia[ICD-11: BC9Z]Q96HK3CALM
T39610DI0243Malaria[ICD-11: 1F40-1F45]Q96HK3CALM
T39610DI0370Schizophrenia[ICD-11: 6A20]Q96HK3CALM

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