(E)-N-[(4-hydroxyphenyl)methyl]methoxycarbothioamide 4\'-(tri-acetylrhamnoside)



Compound IDCDAMM00611
Common name(E)-N-[(4-hydroxyphenyl)methyl]methoxycarbothioamide 4\'-(tri-acetylrhamnoside)
IUPAC name[4,5-diacetyloxy-6-[4-[(methoxycarbothioylamino)methyl]phenoxy]-2-methyloxan-3-yl] acetate
Molecular formulaC21H27NO9S

Experimental data

Retention time13.05
Adduct[M+NH4]+
Actual mz487.176
Theoretical mz487.175
Error1.59
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.2157

Identifiers and class information

Inchi keyIIJDSGYHWDZVCW-FXCHBBSNSA-N
SmilesO=C(OC1C(OC2=CC=C(C=C2)CN=C(S)OC)OC(C)C(OC(=O)C)C1OC(=O)C)C
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds

Plant source

  • Piper longum L.

    • 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)7
    Number of reactive functional groups (#rtvFG)4
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)469.506
    Computed dipole moment(dipole)8.451
    Total solvent accessible surface area (SASA)792.33
    Hydrophobic component of SASA (FOSA)499.96
    Hydrophilic component of SASA (FISA)144.931
    Pie component of the SASA (PISA)97.971
    Weakly polar component of the SASA (WPSA)49.468
    Total solvent accesible volume (volume)1450.58
    Number of hydrogen bond donors (donorHB)1
    Number of hydrogen bond acceptors (accptHB)10.45
    Free energy of solvation of dipole (dip^2/V)0.0492315
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.013189
    Globularity descriptor (glob)0.782146
    Predicted polarizability in cubic angstroms (QPpolrz)48.339
    Predicted hexadecane/gas partition coefficient (QPlogPC16)14.105
    Predicted octanol/gas partition coefficient (QPlogPoct)23.768
    Predicted water/gas partition coefficient (QPlogPw)13.509
    Predicted octanol/water partition coefficient (QPlogPo/w)3.255
    Predicted aqueous solubility (QPlogS)-5.753
    Conformation-independent predicted aqueous solubility (CIQPlogS)-4.932
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.524
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)418.331
    Predicted brain/blood partition coefficient (QPlogBB)-1.316
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)359.95
    Predicted skin permeability, log Kp (QPlogKp)-3.173
    PM3 calculated ionization potential (IP(ev))8.752
    PM3 calculated electron affinity (EA(eV))0.524
    Number of likely metabolic reactions (#metab)1
    Prediction of binding to human serum albumin (QPlogKhsa)0.124
    Predicted qualitative human oral absorption (HumanOralAbsorption)3
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)92.925
    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)146.642
    Number of nitrogen and oxygen atoms (#NandO)10
    Number of violations of Lipinski’s rule of five (RuleOfFive)0
    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
    O43570CA12Carbonic anhydrase XIIT16987SEA
    Q16790CA9Carbonic anhydrase IXT64567SEA
    P00734F2ThrombinT94033SwissTargetPrediction
    P00915CA1Carbonic anhydrase IT13201SEA
    P14780MMP9Matrix metalloproteinase 9T54156SwissTargetPrediction
    P09917ALOX5Arachidonate 5-lipoxygenaseT00140SwissTargetPrediction
    P03956MMP1Matrix metalloproteinase 1T52450SwissTargetPrediction
    P08069IGF1RInsulin-like growth factor I receptorT48069SwissTargetPrediction
    Q16539MAPK14MAP kinase p38 alphaT65864SwissTargetPrediction
    Q9Y233PDE10APhosphodiesterase 10A (by homology)T84133SwissTargetPrediction
    P62942FKBP1AFK506-binding protein 1AT76059SwissTargetPrediction
    P49841GSK3BGlycogen synthase kinase-3 betaT70977SwissTargetPrediction
    P47871GCGRGlucagon receptorT60182SwissTargetPrediction
    Q15078CDK5R1Cyclin-dependent kinase 5/CDK5 activator 1T09513SwissTargetPrediction
    P25774CTSSCathepsin ST68290SwissTargetPrediction
    P28482MAPK1MAP kinase ERK2T58970SwissTargetPrediction
    P31644GABRA5GABA receptor alpha-5 subunitT26368SwissTargetPrediction
    Q9NY91SLC5A4Low affinity sodium-glucose cotransporterT22583SwissTargetPrediction
    P32239CCKBRCholecystokinin B receptor (by homology)T05849SwissTargetPrediction
    P50281MMP14Matrix metalloproteinase 14T65019SwissTargetPrediction
    P48736PIK3CGPI3-kinase p110-gamma subunitT95913SwissTargetPrediction
    P12268IMPDH2Inosine-5'-monophosphate dehydrogenase 2T89360SwissTargetPrediction
    P56373P2RX3P2X purinoceptor 3T17140SwissTargetPrediction
    P37023ACVRL1Serine/threonine-protein kinase receptor R3T36959SwissTargetPrediction
    P09601HMOX1Heme oxygenase 1 (by homology)T25703SwissTargetPrediction
    Q13153PAK1Serine/threonine-protein kinase PAK 1T37961SwissTargetPrediction

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T16987DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O43570CA12
    T16987DI0372Seborrhoeic dermatitis[ICD-11: EA81]O43570CA12
    T64567DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16790CA9
    T94033DI0052Bleeding disorder[ICD-11: GA20-GA21]P00734F2
    T94033DI0091Coagulation defect[ICD-11: 3B10]P00734F2
    T94033DI0219Ischaemic/haemorrhagic stroke[ICD-11: 8B20]P00734F2
    T94033DI0275Multiple sclerosis[ICD-11: 8A40]P00734F2
    T94033DI0287Myocardial infarction[ICD-11: BA41-BA43]P00734F2
    T94033DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P00734F2
    T94033DI0403Thrombocytopenia[ICD-11: 3B64]P00734F2
    T94033DI0405Thrombosis[ICD-11: DB61-GB90]P00734F2
    T13201DI0166Glaucoma[ICD-11: 9C61]P00915CA1
    T13201DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00915CA1
    T54156DI0219Ischaemic/haemorrhagic stroke[ICD-11: 8B20]P14780MMP9
    T54156DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P14780MMP9
    T54156DI0395Stomach cancer[ICD-11: 2B72]P14780MMP9
    T54156DI0419Ulcerative colitis[ICD-11: DD71]P14780MMP9
    T00140DI0037Asthma[ICD-11: CA23]P09917ALOX5
    T00140DI0147Filariasis[ICD-11: 1F66]P09917ALOX5
    T00140DI0403Thrombocytopenia[ICD-11: 3B64]P09917ALOX5
    T52450DI0238Lung cancer[ICD-11: 2C25]P03956MMP1
    T48069DI0276Multiple structural anomalies syndrome[ICD-11: LD2F]P08069IGF1R
    T48069DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P08069IGF1R
    T48069DI0408Thyrotoxicosis[ICD-11: 5A02]P08069IGF1R
    T65864DI0102Coronary atherosclerosis[ICD-11: BA52]Q16539MAPK14
    T65864DI0287Myocardial infarction[ICD-11: BA41-BA43]Q16539MAPK14
    T65864DI0366Rheumatoid arthritis[ICD-11: FA20]Q16539MAPK14
    T65864DI0437Vitamin deficiency[ICD-11: 5B55-5B5F]Q16539MAPK14
    T84133DI0079Choreiform disorder[ICD-11: 8A01]Q9Y233PDE10A
    T84133DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q9Y233PDE10A
    T84133DI0218Irritable bowel syndrome[ICD-11: DD91]Q9Y233PDE10A
    T84133DI0370Schizophrenia[ICD-11: 6A20]Q9Y233PDE10A
    T84133DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9Y233PDE10A
    T76059DI0331Parkinsonism[ICD-11: 8A00]P62942FKBP1A
    T76059DI0349Pruritus[ICD-11: EC90]P62942FKBP1A
    T76059DI0413Transplant rejection[ICD-11: NE84]P62942FKBP1A
    T70977DI0288Myotonic disorder[ICD-11: 8C71]P49841GSK3B
    T60182DI0193Hypo-glycaemia[ICD-11: 5A41]P47871GCGR
    T68290DI0042Autoimmune disease[ICD-11: 4A40-4A45]P25774CTSS
    T68290DI0092Coeliac disease[ICD-11: DA95]P25774CTSS
    T68290DI0107Crohn disease[ICD-11: DD70]P25774CTSS
    T68290DI0120Diabetes mellitus[ICD-11: 5A10]P25774CTSS
    T68290DI0163General pain disorder[ICD-11: 8E43]P25774CTSS
    T68290DI0324Pain[ICD-11: MG30-MG3Z]P25774CTSS
    T68290DI0382Sjogren syndrome[ICD-11: 4A43]P25774CTSS
    T58970DI0036Arteries/arterioles disorder[ICD-11: BD52]P28482MAPK1
    T58970DI0252Melanoma[ICD-11: 2C30]P28482MAPK1
    T58970DI0326Pancreatic cancer[ICD-11: 2C10]P28482MAPK1
    T58970DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P28482MAPK1
    T26368DI0216Intentional self-harm[ICD-11: PC91]P31644GABRA5
    T22583DI0009Acute diabete complication[ICD-11: 5A2Y]Q9NY91SLC5A4
    T22583DI0417Type 2 diabetes mellitus[ICD-11: 5A11]Q9NY91SLC5A4
    T05849DI0122Diagnostic imaging[ICD-11: N.A.]P32239CCKBR
    T05849DI0327Pancreatic internal secretion disorder[ICD-11: 5A4Y]P32239CCKBR
    T65019DI0178Hepatic fibrosis/cirrhosis[ICD-11: DB93]P50281MMP14
    T95913DI0151Follicular lymphoma[ICD-11: 2A80]P48736PIK3CG
    T95913DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P48736PIK3CG
    T95913DI0249Mature B-cell leukaemia[ICD-11: 2A82]P48736PIK3CG
    T89360DI0413Transplant rejection[ICD-11: NE84]P12268IMPDH2
    T17140DI0105Cough[ICD-11: MD12]P56373P2RX3
    T36959DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P37023ACVRL1
    T25703DI0294Neonatal hyperbilirubinaemia[ICD-11: KA87]P09601HMOX1

    Copyright © 2025